챕터 0: 친핵성 치환과 알킬 할라이드 반응 제거 Back To Chapter

JoVE Core Organic Chemistry Chapter 6.10: S_N2 반응: 스테레오케미스케

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챕터 0: 공유결합과 구조

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JoVE Core Organic Chemistry Chapter 1.1: 유기 화학이란 무엇입니까?
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JoVE Core Organic Chemistry Chapter 1.2: 원자의 전자 구조
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JoVE Core Organic Chemistry Chapter 1.3: 전자 구성
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JoVE Core Organic Chemistry Chapter 1.4: 화학 채권
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JoVE Core Organic Chemistry Chapter 1.5: 극지 공유 채권
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JoVE Core Organic Chemistry Chapter 1.6: 루이스 구조 및 공식 요금
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JoVE Core Organic Chemistry Chapter 1.7: VSEPR 이론
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JoVE Core Organic Chemistry Chapter 1.8: 분자 기하학 및 일극의 순간
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JoVE Core Organic Chemistry Chapter 1.9: 공명 및 하이브리드 구조
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JoVE Core Organic Chemistry Chapter 1.10: 발렌스 본드 이론과 혼성 궤도
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JoVE Core Organic Chemistry Chapter 1.11: MO 이론 및 공유 본딩
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JoVE Core Organic Chemistry Chapter 1.12: 분자 간 힘 및 물리적 특성
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JoVE Core Organic Chemistry Chapter 1.13: 가용성
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JoVE Core Organic Chemistry Chapter 1.14: 기능그룹 소개
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JoVE Core Organic Chemistry Chapter 1.15: 고급 기능 그룹의 개요

챕터 0: 열역학과 화학반응속도론

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JoVE Core Organic Chemistry Chapter 2.1: 화학 반응
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JoVE Core Organic Chemistry Chapter 2.2: 엔탈피와 반응의 열
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JoVE Core Organic Chemistry Chapter 2.3: 솔루션 형성의 에너지
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JoVE Core Organic Chemistry Chapter 2.4: 엔트로피와 솔비
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JoVE Core Organic Chemistry Chapter 2.5: 깁스 무료 에너지 및 열역학적 호의
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JoVE Core Organic Chemistry Chapter 2.6: 화학 및 용해도 평형
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JoVE Core Organic Chemistry Chapter 2.7: 속도 법 및 반응 순서
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JoVE Core Organic Chemistry Chapter 2.8: 반응 속도에 대한 온도 변화의 영향
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JoVE Core Organic Chemistry Chapter 2.9: 다단계 반응
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JoVE Core Organic Chemistry Chapter 2.10: 채권 해리 에너지 및 활성화 에너지
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JoVE Core Organic Chemistry Chapter 2.11: 에너지 다이어그램, 전환 상태 및 중간
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JoVE Core Organic Chemistry Chapter 2.12: 반응 결과 예측

챕터 0: 알케인과 사이클로알케인

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JoVE Core Organic Chemistry Chapter 3.1: 알카네의 구조
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JoVE Core Organic Chemistry Chapter 3.2: 알카네의 헌법 이소머스
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JoVE Core Organic Chemistry Chapter 3.3: 알카인의 명칭
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JoVE Core Organic Chemistry Chapter 3.4: 알케인의 물리적 특성
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JoVE Core Organic Chemistry Chapter 3.5: 뉴먼 프로젝션
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JoVE Core Organic Chemistry Chapter 3.6: 에탄과 프로판의 적합성
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JoVE Core Organic Chemistry Chapter 3.7: 부탄의 적합성
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JoVE Core Organic Chemistry Chapter 3.8: 사이클로알카네인
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JoVE Core Organic Chemistry Chapter 3.9: 사이클로알카네인의 적합성
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JoVE Core Organic Chemistry Chapter 3.10: 사이클로헥산의 적합성
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JoVE Core Organic Chemistry Chapter 3.11: 사이클로헥산의 의자 형태
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JoVE Core Organic Chemistry Chapter 3.12: 대체 사이클로헥산의 안정성
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JoVE Core Organic Chemistry Chapter 3.13: 디대체 사이클로헥산: 시스 트랜스 이소머리즘
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JoVE Core Organic Chemistry Chapter 3.14: 연소 에너지: 알카네와 사이클로알카인의 안정성 측정

챕터 0: 입체 이성질

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JoVE Core Organic Chemistry Chapter 4.1: 키랄리티
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JoVE Core Organic Chemistry Chapter 4.2: 이소머리즘
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JoVE Core Organic Chemistry Chapter 4.3: 스테레오소머스
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JoVE Core Organic Chemistry Chapter 4.4: 명명 엔안티오메르
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JoVE Core Organic Chemistry Chapter 4.5: 엔안티오머 및 광학 활동의 특성
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JoVE Core Organic Chemistry Chapter 4.6: 다중 키랄 센터를 가진 분자
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JoVE Core Organic Chemistry Chapter 4.7: 피셔 프로젝션
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JoVE Core Organic Chemistry Chapter 4.8: 인종 혼합물과 엔안티오머의 해상도
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JoVE Core Organic Chemistry Chapter 4.9: 순환 화합물의 스테레오소머리즘
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JoVE Core Organic Chemistry Chapter 4.10: 질소, 인 및 황의 키랄리티
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JoVE Core Organic Chemistry Chapter 4.11: 프로시노성
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JoVE Core Organic Chemistry Chapter 4.12: 자연의 키랄리티

챕터 0: 산과 염기

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JoVE Core Organic Chemistry Chapter 5.1: 브뢰른스테드–Lowry 산및 기지
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JoVE Core Organic Chemistry Chapter 5.2: 루이스 산 및 기지
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JoVE Core Organic Chemistry Chapter 5.3: 산및염기: Ka,pKa,상대강점
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JoVE Core Organic Chemistry Chapter 5.4: 산염-염기 반응의 평형 위치
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JoVE Core Organic Chemistry Chapter 5.5: 분자 구조 및 산도
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JoVE Core Organic Chemistry Chapter 5.6: 레벨링 효과 및 비수성 산염 베이스 솔루션
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JoVE Core Organic Chemistry Chapter 5.7: 솔바팅 효과

챕터 0: 친핵성 치환과 알킬 할라이드 반응 제거

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JoVE Core Organic Chemistry Chapter 6.1: 알킬 할리데스
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JoVE Core Organic Chemistry Chapter 6.2: 뉴클레오필성 대체 반응
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JoVE Core Organic Chemistry Chapter 6.3: 뉴클레오필
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JoVE Core Organic Chemistry Chapter 6.4: 전기 애호가
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JoVE Core Organic Chemistry Chapter 6.5: 그룹 탈퇴
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JoVE Core Organic Chemistry Chapter 6.6: 카보케이션
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JoVE Core Organic Chemistry Chapter 6.7: SN2 반응: 운동학
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JoVE Core Organic Chemistry Chapter 6.8: SN2 반응: 메커니즘
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JoVE Core Organic Chemistry Chapter 6.9: SN2 반응: 전환 상태
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JoVE Core Organic Chemistry Chapter 6.10: SN2 반응: 스테레오케미스케
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JoVE Core Organic Chemistry Chapter 6.11: SN1 반응: 운동학
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JoVE Core Organic Chemistry Chapter 6.12: SN1 반응: 메커니즘
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JoVE Core Organic Chemistry Chapter 6.13: SN1 반응: 스테레오케미스케
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JoVE Core Organic Chemistry Chapter 6.14: 제품 예측: SN1 vs. SN2
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JoVE Core Organic Chemistry Chapter 6.15: 제거 반응
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JoVE Core Organic Chemistry Chapter 6.16: E2 반응: 운동 및 메커니즘
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JoVE Core Organic Chemistry Chapter 6.17: E2 반응: 스테레오케미케와 재조화학
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JoVE Core Organic Chemistry Chapter 6.18: E1 반응: 운동 및 메커니즘
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JoVE Core Organic Chemistry Chapter 6.19: E1 반응: 스테레오케미케와 재조화학
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JoVE Core Organic Chemistry Chapter 6.20: 제품 예측: 대체 대 제거

챕터 0: Alkene Structure and Reactivity

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JoVE Core Organic Chemistry Chapter 7.1: Structure and Bonding of Alkenes
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JoVE Core Organic Chemistry Chapter 7.2: Nomenclature of Alkenes
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JoVE Core Organic Chemistry Chapter 7.3: Degree of Unsaturation
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JoVE Core Organic Chemistry Chapter 7.4: Isomerism in Alkenes
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JoVE Core Organic Chemistry Chapter 7.5: Relative Stabilities of Alkenes
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JoVE Core Organic Chemistry Chapter 7.6: Introduction to Electrophilic Addition Reactions of Alkenes
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JoVE Core Organic Chemistry Chapter 7.7: Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

챕터 0: Reactions of Alkenes

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JoVE Core Organic Chemistry Chapter 8.1: Regioselectivity of Electrophilic Additions-Peroxide Effect
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JoVE Core Organic Chemistry Chapter 8.2: Free-Radical Chain Reaction and Polymerization of Alkenes
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JoVE Core Organic Chemistry Chapter 8.3: Halogenation of Alkenes
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JoVE Core Organic Chemistry Chapter 8.4: Formation of Halohydrin from Alkenes
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JoVE Core Organic Chemistry Chapter 8.5: Acid-Catalyzed Hydration of Alkenes
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JoVE Core Organic Chemistry Chapter 8.6: Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
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JoVE Core Organic Chemistry Chapter 8.7: Oxymercuration-Reduction of Alkenes
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JoVE Core Organic Chemistry Chapter 8.8: Hydroboration-Oxidation of Alkenes
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JoVE Core Organic Chemistry Chapter 8.9: Regioselectivity and Stereochemistry of Hydroboration
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JoVE Core Organic Chemistry Chapter 8.10: Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
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JoVE Core Organic Chemistry Chapter 8.11: Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
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JoVE Core Organic Chemistry Chapter 8.12: Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
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JoVE Core Organic Chemistry Chapter 8.13: Oxidative Cleavage of Alkenes: Ozonolysis
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JoVE Core Organic Chemistry Chapter 8.14: Reduction of Alkenes: Catalytic Hydrogenation
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JoVE Core Organic Chemistry Chapter 8.15: Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

챕터 0: Alkynes

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JoVE Core Organic Chemistry Chapter 9.1: Structure and Physical Properties of Alkynes
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JoVE Core Organic Chemistry Chapter 9.2: Nomenclature of Alkynes
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JoVE Core Organic Chemistry Chapter 9.3: Acidity of 1-Alkynes
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JoVE Core Organic Chemistry Chapter 9.4: Preparation of Alkynes: Alkylation Reaction
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JoVE Core Organic Chemistry Chapter 9.5: Preparation of Alkynes: Dehydrohalogenation
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JoVE Core Organic Chemistry Chapter 9.6: Electrophilic Addition to Alkynes: Halogenation
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JoVE Core Organic Chemistry Chapter 9.7: Electrophilic Addition to Alkynes: Hydrohalogenation
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JoVE Core Organic Chemistry Chapter 9.8: Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
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JoVE Core Organic Chemistry Chapter 9.9: Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
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JoVE Core Organic Chemistry Chapter 9.10: Alkynes to Carboxylic Acids: Oxidative Cleavage
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JoVE Core Organic Chemistry Chapter 9.11: Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
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JoVE Core Organic Chemistry Chapter 9.12: Reduction of Alkynes to trans-Alkenes: Sodium in Liquid Ammonia

챕터 0: Alcohols and Phenols

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JoVE Core Organic Chemistry Chapter 10.1: Structure and Nomenclature of Alcohols and Phenols
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JoVE Core Organic Chemistry Chapter 10.2: Physical Properties of Alcohols and Phenols
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JoVE Core Organic Chemistry Chapter 10.3: Acidity and Basicity of Alcohols and Phenols
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JoVE Core Organic Chemistry Chapter 10.4: Preparation of Alcohols via Addition Reactions
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JoVE Core Organic Chemistry Chapter 10.5: Preparation of Alcohols via Substitution Reactions
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JoVE Core Organic Chemistry Chapter 10.6: Acid-Catalyzed Dehydration of Alcohols to Alkenes
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JoVE Core Organic Chemistry Chapter 10.7: Alcohols from Carbonyl Compounds: Reduction
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JoVE Core Organic Chemistry Chapter 10.8: Alcohols from Carbonyl Compounds: Grignard Reaction
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JoVE Core Organic Chemistry Chapter 10.9: Protection of Alcohols
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JoVE Core Organic Chemistry Chapter 10.10: Preparation of Diols and Pinacol Rearrangement
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JoVE Core Organic Chemistry Chapter 10.11: Conversion of Alcohols to Alkyl Halides
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JoVE Core Organic Chemistry Chapter 10.12: Oxidation of Alcohols

챕터 0: Ethers, Epoxides, Sulfides

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JoVE Core Organic Chemistry Chapter 11.1: Structure and Nomenclature of Ethers
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JoVE Core Organic Chemistry Chapter 11.2: Physical Properties of Ethers
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JoVE Core Organic Chemistry Chapter 11.3: Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
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JoVE Core Organic Chemistry Chapter 11.4: Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration
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JoVE Core Organic Chemistry Chapter 11.5: Ethers to Alkyl Halides: Acidic Cleavage
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JoVE Core Organic Chemistry Chapter 11.6: Autoxidation of Ethers to Peroxides and Hydroperoxides
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JoVE Core Organic Chemistry Chapter 11.7: Crown Ethers
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JoVE Core Organic Chemistry Chapter 11.8: Structure and Nomenclature of Epoxides
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JoVE Core Organic Chemistry Chapter 11.9: Preparation of Epoxides
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JoVE Core Organic Chemistry Chapter 11.10: Sharpless Epoxidation
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JoVE Core Organic Chemistry Chapter 11.11: Acid-Catalyzed Ring-Opening of Epoxides
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JoVE Core Organic Chemistry Chapter 11.12: Base-Catalyzed Ring-Opening of Epoxides
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JoVE Core Organic Chemistry Chapter 11.13: Structure and Nomenclature of Thiols and Sulfides
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JoVE Core Organic Chemistry Chapter 11.14: Preparation and Reactions of Thiols
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JoVE Core Organic Chemistry Chapter 11.15: Preparation and Reactions of Sulfides

챕터 0: Aldehydes and Ketones

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JoVE Core Organic Chemistry Chapter 12.1: Structures of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 12.2: IUPAC Nomenclature of Aldehydes
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JoVE Core Organic Chemistry Chapter 12.3: IUPAC Nomenclature of Ketones
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JoVE Core Organic Chemistry Chapter 12.4: Common Names of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 12.5: IR and UV–Vis Spectroscopy of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 12.6: NMR Spectroscopy and Mass Spectrometry of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 12.7: Preparation of Aldehydes and Ketones from Alcohols, Alkenes, and Alkynes
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JoVE Core Organic Chemistry Chapter 12.8: Preparation of Aldehydes and Ketones from Nitriles and Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 12.9: Preparation of Aldehydes and Ketones from Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 12.10: Nucleophilic Addition to the Carbonyl Group: General Mechanism
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JoVE Core Organic Chemistry Chapter 12.11: Aldehydes and Ketones with Water: Hydrate Formation
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JoVE Core Organic Chemistry Chapter 12.12: Aldehydes and Ketones with Alcohols: Hemiacetal Formation
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JoVE Core Organic Chemistry Chapter 12.13: Protecting Groups for Aldehydes and Ketones: Introduction
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JoVE Core Organic Chemistry Chapter 12.14: Acetals and Thioacetals as Protecting Groups for Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 12.15: Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview
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JoVE Core Organic Chemistry Chapter 12.16: Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism
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JoVE Core Organic Chemistry Chapter 12.17: Aldehydes and Ketones to Alkenes: Wittig Reaction Overview
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JoVE Core Organic Chemistry Chapter 12.18: Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
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JoVE Core Organic Chemistry Chapter 12.19: Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
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JoVE Core Organic Chemistry Chapter 12.20: Aldehydes and Ketones with Amines: Imine Formation Mechanism
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JoVE Core Organic Chemistry Chapter 12.21: Aldehydes and Ketones with Amines: Enamine Formation Mechanism
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JoVE Core Organic Chemistry Chapter 12.22: Aldehydes and Ketones to Alkanes: Wolff–Kishner Reduction
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JoVE Core Organic Chemistry Chapter 12.23: Oxidations of Aldehydes and Ketones to Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 12.24: Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
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JoVE Core Organic Chemistry Chapter 12.25: Keto–Enol Tautomerism: Mechanism

챕터 0: Carboxylic Acids

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JoVE Core Organic Chemistry Chapter 13.1: IUPAC Nomenclature of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.2: Physical Properties of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.3: Acidity of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.4: Substituent Effects on Acidity of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.5: IR and UV–Vis Spectroscopy of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.6: NMR and Mass Spectroscopy of Carboxylic Acids
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JoVE Core Organic Chemistry Chapter 13.7: Preparation of Carboxylic Acids: Overview
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JoVE Core Organic Chemistry Chapter 13.8: Preparation of Carboxylic Acids: Hydrolysis of Nitriles
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JoVE Core Organic Chemistry Chapter 13.9: Preparation of Carboxylic Acids: Carboxylation of Grignard Reagents
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JoVE Core Organic Chemistry Chapter 13.10: Reactions of Carboxylic Acids: Introduction
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JoVE Core Organic Chemistry Chapter 13.11: Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Overview
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JoVE Core Organic Chemistry Chapter 13.12: Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Mechanism
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JoVE Core Organic Chemistry Chapter 13.13: Carboxylic Acids to Methylesters: Alkylation using Diazomethane
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JoVE Core Organic Chemistry Chapter 13.14: Carboxylic Acids to Acid Chlorides
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JoVE Core Organic Chemistry Chapter 13.15: Carboxylic Acids to Primary Alcohols: Hydride Reduction
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JoVE Core Organic Chemistry Chapter 13.16: Loss of Carboxy Group as CO2: Decarboxylation of β-Ketoacids
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JoVE Core Organic Chemistry Chapter 13.17: Loss of Carboxy Group as CO2: Decarboxylation of Malonic Acid Derivatives

챕터 0: Carboxylic Acid Derivatives

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JoVE Core Organic Chemistry Chapter 14.1: Carboxylic Acid Derivatives: Overview
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JoVE Core Organic Chemistry Chapter 14.2: Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides
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JoVE Core Organic Chemistry Chapter 14.3: Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
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JoVE Core Organic Chemistry Chapter 14.4: Structures of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.5: Physical Properties of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.6: Acidity and Basicity of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.7: Spectroscopy of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.8: Relative Reactivity of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.9: Nucleophilic Acyl Substitution of Carboxylic Acid Derivatives
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JoVE Core Organic Chemistry Chapter 14.10: Acid Halides to Carboxylic Acids: Hydrolysis
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JoVE Core Organic Chemistry Chapter 14.11: Acid Halides to Esters: Alcoholysis
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JoVE Core Organic Chemistry Chapter 14.12: Acid Halides to Amides: Aminolysis
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JoVE Core Organic Chemistry Chapter 14.13: Acid Halides to Alcohols: LiAlH4 Reduction
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JoVE Core Organic Chemistry Chapter 14.14: Acid Halides to Alcohols: Grignard Reaction
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JoVE Core Organic Chemistry Chapter 14.15: Acid Halides to Ketones: Gilman Reagent
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JoVE Core Organic Chemistry Chapter 14.16: Preparation of Acid Anhydrides
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JoVE Core Organic Chemistry Chapter 14.17: Reactions of Acid Anhydrides
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JoVE Core Organic Chemistry Chapter 14.18: Esters to Carboxylic Acids: Saponification
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JoVE Core Organic Chemistry Chapter 14.19: Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
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JoVE Core Organic Chemistry Chapter 14.20: Esters to Alcohols: Hydride Reductions
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JoVE Core Organic Chemistry Chapter 14.21: Esters to Alcohols: Grignard Reaction
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JoVE Core Organic Chemistry Chapter 14.22: Preparation of Amides
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JoVE Core Organic Chemistry Chapter 14.23: Amides to Carboxylic Acids: Hydrolysis
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JoVE Core Organic Chemistry Chapter 14.24: Amides to Amines: LiAlH4 Reduction
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JoVE Core Organic Chemistry Chapter 14.25: Preparation of Nitriles
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JoVE Core Organic Chemistry Chapter 14.26: Nitriles to Carboxylic Acids: Hydrolysis
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JoVE Core Organic Chemistry Chapter 14.27: Nitriles to Ketones: Grignard Reaction
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JoVE Core Organic Chemistry Chapter 14.28: Nitriles to Amines: LiAlH4 Reduction

챕터 0: α-Carbon Chemistry: Enols, Enolates, and Enamines

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JoVE Core Organic Chemistry Chapter 15.1: Reactivity of Enols
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JoVE Core Organic Chemistry Chapter 15.2: Reactivity of Enolate Ions
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JoVE Core Organic Chemistry Chapter 15.3: Types of Enols and Enolates
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JoVE Core Organic Chemistry Chapter 15.4: Enolate Mechanism Conventions
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JoVE Core Organic Chemistry Chapter 15.5: Regioselective Formation of Enolates
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JoVE Core Organic Chemistry Chapter 15.6: Stereochemical Effects of Enolization
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JoVE Core Organic Chemistry Chapter 15.7: Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 15.8: Base-Promoted α-Halogenation of Aldehydes and Ketones
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JoVE Core Organic Chemistry Chapter 15.9: Multiple Halogenation of Methyl Ketones: Haloform Reaction
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JoVE Core Organic Chemistry Chapter 15.10: α-Halogenation of Carboxylic Acid Derivatives: Overview
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JoVE Core Organic Chemistry Chapter 15.11: α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
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JoVE Core Organic Chemistry Chapter 15.12: Reactions of α-Halocarbonyl Compounds: Nucleophilic Substitution
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JoVE Core Organic Chemistry Chapter 15.13: Nitrosation of Enols
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JoVE Core Organic Chemistry Chapter 15.14: C–C Bond Formation: Aldol Condensation Overview
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JoVE Core Organic Chemistry Chapter 15.15: Base-Catalyzed Aldol Addition Reaction
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JoVE Core Organic Chemistry Chapter 15.16: Acid-Catalyzed Aldol Addition Reaction
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JoVE Core Organic Chemistry Chapter 15.17: Dehydration of Aldols to Enals: Base-Catalyzed Aldol Condensation
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JoVE Core Organic Chemistry Chapter 15.18: Dehydration of Aldols to Enones: Acid-Catalyzed Aldol Condensation
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JoVE Core Organic Chemistry Chapter 15.19: Intramolecular Aldol Reaction
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JoVE Core Organic Chemistry Chapter 15.20: C–C Bond Cleavage: Retro-Aldol Reaction
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JoVE Core Organic Chemistry Chapter 15.21: Crossed Aldol Reactions: Overview
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JoVE Core Organic Chemistry Chapter 15.22: Crossed Aldol Reaction Using Weak Bases
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JoVE Core Organic Chemistry Chapter 15.23: Ketones with Nonenolizable Aromatic Aldehydes: Claisen–Schmidt Condensation
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JoVE Core Organic Chemistry Chapter 15.24: Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
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JoVE Core Organic Chemistry Chapter 15.25: Aldol Condensation with β-Diesters: Knoevenagel Condensation
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JoVE Core Organic Chemistry Chapter 15.26: Esters to β-Ketoesters: Claisen Condensation Overview
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JoVE Core Organic Chemistry Chapter 15.27: Esters to β-Ketoesters: Claisen Condensation Mechanism
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JoVE Core Organic Chemistry Chapter 15.28: Aldol Condensation vs Claisen Condensation
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JoVE Core Organic Chemistry Chapter 15.29: Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
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JoVE Core Organic Chemistry Chapter 15.30: β-Dicarbonyl Compounds via Crossed Claisen Condensations
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JoVE Core Organic Chemistry Chapter 15.31: α-Alkylation of Ketones via Enolate Ions
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JoVE Core Organic Chemistry Chapter 15.32: Factors Affecting α-Alkylation of Ketones: Choice of Base
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JoVE Core Organic Chemistry Chapter 15.33: Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
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JoVE Core Organic Chemistry Chapter 15.34: Alkylation of β-Diester Enolates: Malonic Ester Synthesis
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JoVE Core Organic Chemistry Chapter 15.35: Conjugate Addition to α,β-Unsaturated Carbonyl Compounds
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JoVE Core Organic Chemistry Chapter 15.36: Conjugate Addition (1,4-Addition) vs Direct Addition (1,2-Addition)
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JoVE Core Organic Chemistry Chapter 15.37: Conjugate Addition of Enolates: Michael Addition
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JoVE Core Organic Chemistry Chapter 15.38: Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
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JoVE Core Organic Chemistry Chapter 15.39: Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
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JoVE Core Organic Chemistry Chapter 15.40: Nonenolizable Aldehydes to Acids and Alcohols: The Cannizzaro Reaction

챕터 0: Dienes, Conjugated Pi Systems, and Pericyclic Reactions

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JoVE Core Organic Chemistry Chapter 16.1: Structure of Conjugated Dienes
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JoVE Core Organic Chemistry Chapter 16.2: Stability of Conjugated Dienes
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JoVE Core Organic Chemistry Chapter 16.3: π Molecular Orbitals of 1,3-Butadiene
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JoVE Core Organic Chemistry Chapter 16.4: π Molecular Orbitals of the Allyl Cation and Anion
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JoVE Core Organic Chemistry Chapter 16.5: π Molecular Orbitals of the Allyl Radical
30
JoVE Core Organic Chemistry Chapter 16.6: Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
30
JoVE Core Organic Chemistry Chapter 16.7: Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
30
JoVE Core Organic Chemistry Chapter 16.8: Electrophilic Addition of HX to 1,3-Butadiene: Thermodynamic vs Kinetic Control
30
JoVE Core Organic Chemistry Chapter 16.9: UV–Vis Spectroscopy of Conjugated Systems
30
JoVE Core Organic Chemistry Chapter 16.10: UV–Vis Spectroscopy: Woodward–Fieser Rules
30
JoVE Core Organic Chemistry Chapter 16.11: Pericyclic Reactions: Introduction
30
JoVE Core Organic Chemistry Chapter 16.12: Thermal and Photochemical Electrocyclic Reactions: Overview
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JoVE Core Organic Chemistry Chapter 16.13: Thermal Electrocyclic Reactions: Stereochemistry
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JoVE Core Organic Chemistry Chapter 16.14: Photochemical Electrocyclic Reactions: Stereochemistry
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JoVE Core Organic Chemistry Chapter 16.15: Cycloaddition Reactions: Overview
30
JoVE Core Organic Chemistry Chapter 16.16: Cycloaddition Reactions: MO Requirements for Thermal Activation
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JoVE Core Organic Chemistry Chapter 16.17: Cycloaddition Reactions: MO Requirements for Photochemical Activation
30
JoVE Core Organic Chemistry Chapter 16.18: [4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
30
JoVE Core Organic Chemistry Chapter 16.19: Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors
30
JoVE Core Organic Chemistry Chapter 16.20: Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
30
JoVE Core Organic Chemistry Chapter 16.21: Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
30
JoVE Core Organic Chemistry Chapter 16.22: Diels–Alder Reaction: Characteristics of Dienes
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JoVE Core Organic Chemistry Chapter 16.23: Diels–Alder Reaction: Characteristics of Dienophiles
30
JoVE Core Organic Chemistry Chapter 16.24: Thermal Sigmatropic Reactions: Overview
30
JoVE Core Organic Chemistry Chapter 16.25: [3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
30
JoVE Core Organic Chemistry Chapter 16.26: [3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
30
JoVE Core Organic Chemistry Chapter 16.27: Woodward–Hoffmann Selection Rules and Microscopic Reversibility

챕터 0: Aromatic Compounds

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JoVE Core Organic Chemistry Chapter 17.1: Aromatic Compounds: Overview
30
JoVE Core Organic Chemistry Chapter 17.2: Nomenclature of Aromatic Compounds with a Single Substituent
30
JoVE Core Organic Chemistry Chapter 17.3: Nomenclature of Aromatic Compounds with Multiple Substituents
30
JoVE Core Organic Chemistry Chapter 17.4: Structure of Benzene: Kekulé Model
30
JoVE Core Organic Chemistry Chapter 17.5: Structure of Benzene: Molecular Orbital Model
30
JoVE Core Organic Chemistry Chapter 17.7: Criteria for Aromaticity and the Hückel 4n + 2 Rule
30
JoVE Core Organic Chemistry Chapter 17.8: Hückel's Rule Diagram of π MOs: Frost Circle
30
JoVE Core Organic Chemistry Chapter 17.9: Frost Circles for Different Conjugated Systems
30
JoVE Core Organic Chemistry Chapter 17.13: Aromatic Hydrocarbon Anions: Structural Overview
30
JoVE Core Organic Chemistry Chapter 17.14: Aromatic Hydrocarbon Cations: Structural Overview
30
JoVE Core Organic Chemistry Chapter 17.15: Five-Membered Heterocyclic Aromatic Compounds: Overview
30
JoVE Core Organic Chemistry Chapter 17.19: NMR Spectroscopy of Aromatic Compounds

챕터 0: Reactions of Aromatic Compounds

30
JoVE Core Organic Chemistry Chapter 18.4: NMR Spectroscopy of Benzene Derivatives
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JoVE Core Organic Chemistry Chapter 18.5: Reactions at the Benzylic Position: Oxidation and Reduction
30
JoVE Core Organic Chemistry Chapter 18.7: Reactions at the Benzylic Position: Halogenation
30
JoVE Core Organic Chemistry Chapter 18.8: Electrophilic Aromatic Substitution: Overview
30
JoVE Core Organic Chemistry Chapter 18.9: Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
30
JoVE Core Organic Chemistry Chapter 18.10: Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
30
JoVE Core Organic Chemistry Chapter 18.11: Electrophilic Aromatic Substitution: Nitration of Benzene
30
JoVE Core Organic Chemistry Chapter 18.12: Electrophilic Aromatic Substitution: Sulfonation of Benzene
30
JoVE Core Organic Chemistry Chapter 18.13: Electrophilic Aromatic Substitution: Friedel–Crafts Alkylation of Benzene
30
JoVE Core Organic Chemistry Chapter 18.14: Electrophilic Aromatic Substitution: Friedel–Crafts Acylation of Benzene
30
JoVE Core Organic Chemistry Chapter 18.15: Limitations of Friedel–Crafts Reactions
30
JoVE Core Organic Chemistry Chapter 18.16: Directing Effect of Substituents: ortho–para-Directing Groups
30
JoVE Core Organic Chemistry Chapter 18.17: Directing Effect of Substituents: meta-Directing Groups
30
JoVE Core Organic Chemistry Chapter 18.18: ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
30
JoVE Core Organic Chemistry Chapter 18.19: ortho–para-Directing Deactivators: Halogens
30
JoVE Core Organic Chemistry Chapter 18.20: meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
30
JoVE Core Organic Chemistry Chapter 18.21: Directing and Steric Effects in Disubstituted Benzene Derivatives
30
JoVE Core Organic Chemistry Chapter 18.23: Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
30
JoVE Core Organic Chemistry Chapter 18.24: Nucleophilic Aromatic Substitution: Elimination–Addition
30
JoVE Core Organic Chemistry Chapter 18.25: Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
30
JoVE Core Organic Chemistry Chapter 18.26: Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation
30
JoVE Core Organic Chemistry Chapter 18.28: Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
30
JoVE Core Organic Chemistry Chapter 18.29: Hydrolysis of Chlorobenzene to Phenol: Dow Process
30
JoVE Core Organic Chemistry Chapter 18.30: Benzene to Phenol via Cumene: Hock Process
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JoVE Core Organic Chemistry Chapter 18.32: Oxidation of Phenols to Quinones

챕터 0: Amines

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JoVE Core Organic Chemistry Chapter 19.1: Amines: Introduction
30
JoVE Core Organic Chemistry Chapter 19.2: Nomenclature of Primary Amines
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JoVE Core Organic Chemistry Chapter 19.3: Nomenclature of Secondary and Tertiary Amines
30
JoVE Core Organic Chemistry Chapter 19.4: Nomenclature of Aryl and Heterocyclic Amines
30
JoVE Core Organic Chemistry Chapter 19.5: Structure of Amines
30
JoVE Core Organic Chemistry Chapter 19.6: Physical Properties of Amines
30
JoVE Core Organic Chemistry Chapter 19.7: Basicity of Aliphatic Amines
30
JoVE Core Organic Chemistry Chapter 19.8: Basicity of Aromatic Amines
30
JoVE Core Organic Chemistry Chapter 19.9: Basicity of Heterocyclic Aromatic Amines
30
JoVE Core Organic Chemistry Chapter 19.10: NMR Spectroscopy Of Amines
30
JoVE Core Organic Chemistry Chapter 19.12: Mass Spectrometry of Amines
30
JoVE Core Organic Chemistry Chapter 19.13: Preparation of Amines: Alkylation of Ammonia and Amines
30
JoVE Core Organic Chemistry Chapter 19.14: Preparation of 1° Amines: Azide Synthesis
30
JoVE Core Organic Chemistry Chapter 19.15: Preparation of 1° Amines: Gabriel Synthesis
30
JoVE Core Organic Chemistry Chapter 19.16: Preparation of Amines: Reduction of Oximes and Nitro Compounds
30
JoVE Core Organic Chemistry Chapter 19.17: Preparation of Amines: Reduction of Amides and Nitriles
30
JoVE Core Organic Chemistry Chapter 19.18: Preparation of Amines: Reductive Amination of Aldehydes and Ketones
30
JoVE Core Organic Chemistry Chapter 19.19: Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
30
JoVE Core Organic Chemistry Chapter 19.20: Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
30
JoVE Core Organic Chemistry Chapter 19.21: Amines to Amides: Acylation of Amines
30
JoVE Core Organic Chemistry Chapter 19.22: Amines to Alkenes: Hofmann Elimination
30
JoVE Core Organic Chemistry Chapter 19.24: Amines to Alkenes: Cope Elimination
30
JoVE Core Organic Chemistry Chapter 19.25: 1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
30
JoVE Core Organic Chemistry Chapter 19.26: 1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
30
JoVE Core Organic Chemistry Chapter 19.27: 2° Amines to N-Nitrosamines: Reaction with NaNO2
30
JoVE Core Organic Chemistry Chapter 19.28: Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
30
JoVE Core Organic Chemistry Chapter 19.29: Diazonium Group Substitution: –OH and –H
30
JoVE Core Organic Chemistry Chapter 19.30: Aryldiazonium Salts to Azo Dyes: Diazo Coupling
30
JoVE Core Organic Chemistry Chapter 19.31: Amines to Sulfonamides: The Hinsberg Test

챕터 0: Radical Chemistry

30
JoVE Core Organic Chemistry Chapter 20.1: Radicals: Electronic Structure and Geometry
30
JoVE Core Organic Chemistry Chapter 20.4: Electron Paramagnetic Resonance (EPR) Spectroscopy: Organic Radicals
30
JoVE Core Organic Chemistry Chapter 20.5: Radical Formation: Overview
30
JoVE Core Organic Chemistry Chapter 20.6: Radical Formation: Homolysis
30
JoVE Core Organic Chemistry Chapter 20.7: Radical Formation: Abstraction
30
JoVE Core Organic Chemistry Chapter 20.8: Radical Formation: Addition
30
JoVE Core Organic Chemistry Chapter 20.9: Radical Formation: Elimination
30
JoVE Core Organic Chemistry Chapter 20.10: Radical Reactivity: Overview
30
JoVE Core Organic Chemistry Chapter 20.11: Radical Reactivity: Steric Effects
30
JoVE Core Organic Chemistry Chapter 20.12: Radical Reactivity: Concentration Effects
30
JoVE Core Organic Chemistry Chapter 20.13: Radical Reactivity: Electrophilic Radicals
30
JoVE Core Organic Chemistry Chapter 20.14: Radical Reactivity: Nucleophilic Radicals
30
JoVE Core Organic Chemistry Chapter 20.15: Radical Reactivity: Intramolecular vs Intermolecular
30
JoVE Core Organic Chemistry Chapter 20.16: Radical Autoxidation
30
JoVE Core Organic Chemistry Chapter 20.17: Radical Oxidation of Allylic and Benzylic Alcohols
30
JoVE Core Organic Chemistry Chapter 20.18: Radical Substitution: Halogenation of Alkanes and Alkyl Substituents
30
JoVE Core Organic Chemistry Chapter 20.19: Radical Halogenation: Thermodynamics
30
JoVE Core Organic Chemistry Chapter 20.21: Radical Halogenation: Stereochemistry
30
JoVE Core Organic Chemistry Chapter 20.22: Radical Substitution: Allylic Chlorination
30
JoVE Core Organic Chemistry Chapter 20.23: Radical Substitution: Allylic Bromination
30
JoVE Core Organic Chemistry Chapter 20.24: Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
30
JoVE Core Organic Chemistry Chapter 20.25: Radical Anti-Markovnikov Addition to Alkenes: Overview
30
JoVE Core Organic Chemistry Chapter 20.26: Radical Anti-Markovnikov Addition to Alkenes: Mechanism
30
JoVE Core Organic Chemistry Chapter 20.27: Radical Anti-Markovnikov Addition to Alkenes: Thermodynamics
30
JoVE Core Organic Chemistry Chapter 20.28: Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
30
JoVE Core Organic Chemistry Chapter 20.30: Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
30
JoVE Core Organic Chemistry Chapter 20.31: α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview

챕터 0: Synthetic Polymers

30
JoVE Core Organic Chemistry Chapter 21.2: Characteristics and Nomenclature of Homopolymers
30
JoVE Core Organic Chemistry Chapter 21.3: Characteristics and Nomenclature of Copolymers
30
JoVE Core Organic Chemistry Chapter 21.4: Polymers: Defining Molecular Weight
30
JoVE Core Organic Chemistry Chapter 21.5: Polymers: Molecular Weight Distribution
30
JoVE Core Organic Chemistry Chapter 21.6: Polymer Classification: Architecture
30
JoVE Core Organic Chemistry Chapter 21.7: Polymer Classification: Crystallinity
30
JoVE Core Organic Chemistry Chapter 21.8: Polymer Classification: Stereospecificity
30
JoVE Core Organic Chemistry Chapter 21.10: Radical Chain-Growth Polymerization: Overview
30
JoVE Core Organic Chemistry Chapter 21.11: Radical Chain-Growth Polymerization: Mechanism
30
JoVE Core Organic Chemistry Chapter 21.12: Radical Chain-Growth Polymerization: Chain Branching
30
JoVE Core Organic Chemistry Chapter 21.13: Anionic Chain-Growth Polymerization: Overview
30
JoVE Core Organic Chemistry Chapter 21.14: Anionic Chain-Growth Polymerization: Mechanism
30
JoVE Core Organic Chemistry Chapter 21.16: Cationic Chain-Growth Polymerization: Mechanism
30
JoVE Core Organic Chemistry Chapter 21.17: Ziegler–Natta Chain-Growth Polymerization: Overview
30
JoVE Core Organic Chemistry Chapter 21.19: Step-Growth Polymerization: Overview
30
JoVE Core Organic Chemistry Chapter 21.20: Molecular Weight of Step-Growth Polymers
30
JoVE Core Organic Chemistry Chapter 21.22: Types of Step-Growth Polymers: Polyesters
30
JoVE Core Organic Chemistry Chapter 21.24: Olefin Metathesis Polymerization: Overview
30
JoVE Core Organic Chemistry Chapter 21.25: Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
30
JoVE Core Organic Chemistry Chapter 21.26: Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

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JoVE Core
Organic Chemistry

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S_N2 반응: 스테레오케미스케

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이전 동영상
JoVE Core Organic Chemistry Chapter 6.9: S_N2 반응: 전환 상태

다음 비디오
JoVE Core Organic Chemistry Chapter 6.11: S_N1 반응: 운동학

임베드 Languages 즐겨찾기에 추가 플레이리스트에 추가

스크립트

S_N2반응은 핵성 발작과 이탈군의 이탈이 동시에 발생하는 공동 메커니즘을 따른다는 것을 기억하십시오.

떠나는 그룹 주위의 높은 전자 밀도는 기판의 전면을 차단하며, 이는 뉴클레오필이 뒤쪽 공격을 시작하도록 강요합니다.

뉴클레오필의 호모가 전기필의 LUMO와 효과적으로 겹치면서, 새로운 결합이 형성되기 시작하고 동시에 전기필과 떠나는 그룹 간의 결합이 약화된다.

동시에, 대체자와 이탈 그룹 사이의 각도는 109.5°에서 90°로 감소하고, 탄소 원자의 기하학은 기판에서 - 편도체에서, 펜타코조정 전이 상태에서 변화한다.

그러나 탄소의 테트라발리티를 유지하기 위해, 떠나는 그룹은 전이 상태를 벗어나고, 탄소의 기하학은 다시 한 번 테트라헤드랄이 된다.

이 제품에서 탄소의 대체품이 내부로 바뀌어 강한 바람을 맞으며 뒤집는 우산과 유사한 반전된 테트라헤드론이 생겼습니다. 또한, 뉴클레오필은 퇴사군의 본래 위치와 정반대배치된다.

대칭의 평면으로 인해, 귀신기 기판에서, 반전 된 제품의 구성은 반응제의 구성과 동일하므로 명백한 반전이 관찰되지 않습니다.

반대로, 비대칭 알파 카본과같은 치랄 기판 (R)-2-bromobutane-구성에 명백한 반전을 겪습니다, 또한 월든 반전이라고도, (S)-2-부타놀을 줄(S)-2-부타놀 반전 탄소 스테레오 센터.

마찬가지로, (S)-2-클로르펜타네가형성(R)-2-펜타놀에 대한 S_N2반응을 겪는다.

순환 분자에서 트랜스 기판은 시스 제품을 제공하며 시스 기판은 트랜스 제품을 생성합니다.

따라서, S_N2반응은 제품의 스테레오케미컬 결과로 기판의 구성에 따라 달라지므로 입체적으로 특이적이다.

JoVE Core Organic Chemistry Chapter 6.10: S_N2 반응: 스테레오케미스케

S_N2반응에서, 퇴진군의 기판 및 출발에 대한 뉴클레오필공격은 전이 상태를 통해 동시에 발생한다. 뉴클레오필이 뒤쪽에서 기판에 접근함에 따라 기판 탄소의 구성은 테트라헤드랄에서 삼각성 바이피라미드로 변경된 다음 다시 테트라헤드랄로 변경되어 제품의 구성에 반전을 초래합니다.

기판이 α 탄소의 차뇌 분자인 경우 구성의 반전이 관찰되지 않습니다.

그러나, 기판이 키랄 분자인 경우 구성의 반전이 더 두드러지다. 교체를 받는 α 때 제품의 입체화학이 반전됩니다. R 구성을 가진 분자는 S 스테레오케미케와 그 반대의 경우도 마찬가지인 제품을 초래합니다. 마찬가지로, 순환기판의 경우 제품의 구성의 반전이 관찰된다. 시스 형태의 기판은 트랜스 형태를 가진 제품이됩니다. 따라서, S_N2반응은 입체적인 반응이라고 합니다.

챕터 0: 공유결합과 구조

챕터 0: 열역학과 화학반응속도론

챕터 0: 알케인과 사이클로알케인

챕터 0: 입체 이성질

챕터 0: 산과 염기

챕터 0: 친핵성 치환과 알킬 할라이드 반응 제거

챕터 0: Alkene Structure and Reactivity

챕터 0: Reactions of Alkenes

챕터 0: Alkynes

챕터 0: Alcohols and Phenols

챕터 0: Ethers, Epoxides, Sulfides

챕터 0: Aldehydes and Ketones

챕터 0: Carboxylic Acids

챕터 0: Carboxylic Acid Derivatives

챕터 0: α-Carbon Chemistry: Enols, Enolates, and Enamines

챕터 0: Dienes, Conjugated Pi Systems, and Pericyclic Reactions

챕터 0: Aromatic Compounds

챕터 0: Reactions of Aromatic Compounds

챕터 0: Amines

챕터 0: Radical Chemistry

챕터 0: Synthetic Polymers

JoVE Core Organic Chemistry Chapter 6.10: SN2 반응: 스테레오케미스케

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JoVE Core Organic Chemistry Chapter 6.10: S_N2 반응: 스테레오케미스케