Name: advanced functional groups in organic chemistry
Uploaded: 2023-04-30T18:28:33.000Z
Duration: 2 min 22 s
Channel: JoVE

K12 Standards

Minnesota Academic Standards in Science

9-12

Chemistry

3.2.2 9C.3.2.1.1

Overview of Advanced Functional Groups

Grupos funcionais são átomos ou grupos de átomos dentro de um composto orgânico que conferem propriedades químicas distintas. 
Um dos grupos funcionais importantes em química orgânica é o grupo funcional carbonila, composto por um átomo de carbono duplamente ligado ao oxigênio.
Dois compostos orgânicos à base de carbonila intimamente relacionados são aldeídos e cetonas. Nos aldeídos, o carbono carbonílico está ligado a um grupo alquila e a um átomo de hidrogênio. A exceção é o formaldeído, no qual o carbono carbonílico está ligado a dois hidrogênios.
Enquanto isso, nas cetonas, o átomo de carbono carbonílico está ligado a dois outros átomos de carbono dentro de um esqueleto de hidrocarboneto.
O grupo carbonila faz parte de muitos grupos funcionais maiores, como o grupo carboxila dos ácidos carboxílicos, que é composto por um grupo hidroxila ligado ao carbono carbonílico.
Derivados funcionais de ácidos carboxílicos incluem ésteres, nos quais o hidrogênio do grupo carboxila é substituído por um grupo alquila; amidas, em que o OH do grupo carboxila é substituído por uma amina; e cloretos de acila, nos quais o OH é substituído por um cloreto.
Ligações múltiplas são uma característica de outros grupos funcionais, como o grupo funcional nitrilo ou ciano, com um átomo de carbono triplamente ligado ao nitrogênio.
O benzeno é um hidrocarboneto aromático que é frequentemente representado como seis átomos de carbono em um anel com ligações simples e duplas alternadas. O benzeno menos um hidrogênio serve como fenil - um grupo funcional. Um grupo hidroxila ligado ao anel aromático à base de fenil forma um fenol.
Uma amina é um grupo funcional não contendo carbono definido por um átomo de nitrogênio eletronegativo com um par solitário de elétrons ligados individualmente em uma estrutura de hidrocarboneto. Eles são classificados como primários, secundários e terciários, dependendo do número de átomos de carbono ligados ao nitrogênio.
Da mesma forma, um grupo funcional de fosfato tem um átomo de fósforo ligado covalentemente a quatro átomos de oxigênio. Até três cadeias de hidrocarbonetos podem ser ligadas aos átomos de oxigênio ligados individualmente ao fósforo para obter organofosforados.

visão geral de grupos funcionais avançados

Grupos funcionais são grupos de átomos com propriedades químicas específicas que ocorrem dentro de moléculas orgânicas e às vezes são denotados como “R”. Os grupos funcionais podem “funcionalizar” um composto, permitindo-lhe adotar diferentes propriedades físicas e químicas.

Tipos de Grupos Funcionais Avançados

A tabela abaixo resume alguns dos principais grupos funcionais da química orgânica.


<table style="margin-left: auto; margin-right: auto;">
<tbody style="border: 1px solid black;">
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Classe de Compostos Orgânicos</td>
<td style="color: black; border: 1px solid black; text-align: center;">Estruturas Esqueléticas de Compostos com Grupos Funcionais em Vermelho</td>
<td style="color: black; border: 1px solid black; text-align: center;">Nomes de compostos</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Hidrocarboneto aromático</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure1" src="/files/ftp_upload/11717/11717_Figure_1.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Benzeno</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Fenol</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure2" src="/files/ftp_upload/11717/11717_Figure_2.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Fenol (Hidroxibenzeno)</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Aldeído</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure3" src="/files/ftp_upload/11717/11717_Figure_3.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Etanal (acetaldeído)</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Cetona</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure4" src="/files/ftp_upload/11717/11717_Figure_4.svg" style="text-align: center; height: 70px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Acetona</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Ácido ou cloreto de acila</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure5" src="/files/ftp_upload/11717/11717_Figure_5.svg" style="text-align: center; height: 70px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Cloreto de acetila</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Ácido carboxílico</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure6" src="/files/ftp_upload/11717/11717_Figure_6.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Ácido etanóico (ácido acético)</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Éster</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure7" src="/files/ftp_upload/11717/11717_Figure_7.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Acetato de etila</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Amina</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure8" src="/files/ftp_upload/11717/11717_Figure_8.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Etilamina</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Amida</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure9" src="/files/ftp_upload/11717/11717_Figure_9.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Acetamida</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Nitrila</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure10" src="/files/ftp_upload/11717/11717_Figure_10.svg" style="text-align: center; height: 60px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Acetonitrila</td>
</tr>
<tr>
<td style="color: black; border: 1px solid black; text-align: center;">Fosfato</td>
<td style="color: black; border: 1px solid black; text-align: center;"><img alt="Figure11" src="/files/ftp_upload/11717/11717_Figure_11.svg" style="text-align: center; height: 75px;"></td>
<td style="color: black; border: 1px solid black; text-align: center;">Metil dihidrogenofosfato</td>
</tr>
</tbody>
</table>

Este texto foi adaptado de<a href="https://openstax.org/books/chemistry-2e/pages/20-3-aldehydes-ketones-carboxylic-acids-and-esters"> Openstax, Chemistry 2e, Section 20.2: Alcohols and Ethers</a> and <a href="https://openstax.org/books/chemistry-2e/pages/20-4-amines-and-amides">Section 20.3: Aldehydes, Ketones, Carboxylic Acids, and Esters.</a>

Visão Geral de Grupos Funcionais Avançados


Grupos funcionais são grupos de átomos com propriedades químicas específicas que ocorrem dentro de moléculas orgânicas e às vezes são denotados como "R". ...

Education

JoVE Core

Organic Chemistry

Química Orgânica

Unit 1

Unidade 1

Covalent Bonding and Structure

Ligação Covalente e Estrutura

KEY TERMS AND CONCEPTS

TERMOS-CHAVE E CONCEITOS

advanced functional groups in organic chemistry

Advanced functional groups are atom clusters in organic molecules that give those molecules specific chemical properties. They are sometimes shown as &quot;R&quot; in formulas. By changing the atoms attached to a carbon skeleton, a functional group can make a compound behave differently in physical and chemical reactions.

This topic covers several major classes of organic compounds with advanced functional groups. Aromatic hydrocarbons include benzene. Phenol is another example and is also called hydroxybenzene. The set also includes aldehydes such as ethanal, or acetaldehyde, and ketones such as acetone.

Other important examples are acid or acyl chlorides, carboxylic acids, esters, amines, amides, nitriles, and phosphates. Acetyl chloride is an acid or acyl chloride. Ethanoic acid, also called acetic acid, is a carboxylic acid, and ethyl acetate is an ester. Ethylamine is an amine, acetamide is an amide, acetonitrile is a nitrile, and methyl dihydrogen phosphate is a phosphate.

These examples show how the same carbon framework can belong to different compound classes depending on the functional group present. The structures in the table highlight the functional group in red so it is easy to identify the key part of each molecule. This content is adapted from OpenStax Chemistry 2e, including sections on alcohols and ethers, aldehydes and ketones, and carboxylic acids and esters.

Advanced Functional Groups in Organic Chemistry

advanced-functional-groups-in-organic-chemistry

what is organic chemistry?

Carbon Compounds in Everyday Life

Organic chemistry focuses on carbon compounds called organic compounds. These compounds may come from living things or be made by chemists. Carbon is the main element in them, and it bonds with other carbon atoms as well as hydrogen, oxygen, nitrogen, and sulfur. Carbon can form up to four strong bonds. That ability lets carbon atoms build chains and rings of many sizes, shapes, and levels of complexity. Not every carbon-containing substance is classified as organic. Carbonates, cyanides, and...

electronic structure of atoms

Atomic Orbitals and Quantum Numbers

Atomic orbitals and quantum numbers describe how electrons are arranged around the nucleus. An atom has a small, positively charged nucleus with electrons surrounding it. The nucleus contains protons and neutrons, and the quantum mechanical model gives a better picture of this structure than older models. Protons carry a +1 charge and have a mass of 1.0073 amu. Neutrons have no charge and have a mass of 1.0087 amu. Electrons carry a −1 charge and have a mass of 0.00055 amu. The number of...

electron configurations

How Electrons Fill Atomic Orbitals

Electron filling in atoms follows a set order based on orbital energy. The Aufbau principle says each new electron enters the lowest-energy subshell available. The Pauli exclusion principle says no two electrons can share the same set of four quantum numbers. Hund’s rule of maximum multiplicity says electrons stay unpaired in equal-energy orbitals when possible. The order of filling follows the relative energies of the subshells. A common sequence is 1s, 2s, 2p, 3s, 3p, 4s, 3d, 4p, and so on.

chemical bonds

Chemical Bonds: Types and Strength

Chemical bonds help atoms reach a full valence shell like the nearest noble gas. The main bond types are ionic, covalent, and metallic. Bond energy and bond length also help explain how strong a bond is. An ionic bond forms from electrostatic attraction between cations and anions. In many cases, one atom transfers electrons to another atom, and the ions form from that transfer. Ionic bonds have no defined direction because the attraction spreads evenly through three-dimensional space. A...

polar covalent bonds

Electronegativity in Polar Covalent Bonds

Polar covalent bonds form when atoms share electrons unevenly. This happens in covalent bonds between atoms that have similar, but not identical, tendencies to attract electrons. Nonmetal atoms often make these bonds with other nonmetals. Hydrogen gas, H2, is a simple example of a covalent bond between two hydrogen atoms. A covalent bond begins when two atoms move close enough for their valence orbitals to overlap. In hydrogen, the 1s orbitals overlap and the single electrons on each atom...

lewis structures and formal charges

Lewis Structures, Bonds, and Formal Charge

Lewis structures show how atoms share electrons in covalent bonds and in polyatomic ions. Lewis symbols help draw these structures, and the periodic table helps predict how many valence electrons an atom has and how many bonds it can form to reach an octet. Group 18 elements, such as argon and helium, already have filled electron configurations. They rarely take part in chemical bonding. Atoms in group 17, such as bromine and iodine, need one more electron to reach an octet, so they can form...

vsepr theory

Molecular Shapes from Electron Pairs

Molecular shape can be predicted from the way electron pairs arrange around a central atom. Valence shell electron-pair repulsion theory, or VSEPR theory, uses a Lewis structure to count bonding pairs and lone electron pairs. The main idea is simple: electron pairs spread out as far as possible to reduce repulsion. In a molecule, the valence electrons around the central atom can be bonding pairs or lone pairs. Bonding pairs are found mainly between bonded atoms. Lone pairs stay on one atom and...

molecular geometry and dipole moments

Predicting Shape and Molecular Polarity

Molecular shape and molecular polarity can be predicted with VSEPR theory and dipole moments. Start by writing the Lewis structure of the molecule or polyatomic ion. Then count the electron groups around the central atom. Lone pairs and bonds both count as electron groups, and a single, double, or triple bond each counts as one region of electron density. Use that count to identify the electron-pair geometry. Next, use the number of lone pairs to determine the molecular structure. If more than...

resonance and hybrid structures

Resonance in Nitrite and Carbonate Ions

Resonance explains why some Lewis structures do not match the measured properties of a molecule or ion. When two or more Lewis structures have the same atom arrangement, the real electron distribution is an average of the structures shown. The nitrite anion, NO2−, is one example. It can be drawn in two ways, with the N–O and N=O bonds in different places. If nitrite had one single bond and one double bond, the two bond lengths should be different, because a double bond is shorter and stronger...

valence bond theory and hybridized orbitals

valence-bond-theory-and-hybridized-orbitals

Covalent Bond Overlap and Orbital Hybridization

Covalent bonds form when orbitals on two atoms overlap and their single electrons pair up. The bond is stronger when the overlap is greater. Maximum overlap happens when the orbitals meet along a direct line between the two nuclei. A sigma bond, or σ bond, is the kind of covalent bond found in a single bond in a Lewis structure. In a σ bond, electron density is concentrated along the internuclear axis. A pi bond, or π bond, forms when two p orbitals overlap side by side. In a π bond, the...

mo theory and covalent bonding

Bond Order and Molecular Orbitals

Molecular orbital theory explains how electrons are arranged in molecules. It treats electron regions in a molecule much like atomic orbitals in an atom. A molecular orbital is the region of space where a valence electron is most likely to be found. Molecular orbitals form through the linear combination of atomic orbitals, or LCAO. When atomic wave functions combine in phase, they create regions with high electron density. When they combine out of phase, they create nodes, or regions with no...

intermolecular forces and physical properties

intermolecular-forces-and-physical-properties

How Intermolecular Forces Affect Matter

Intermolecular forces are the attractions between molecules, and they help explain how matter behaves. These forces influence melting points, boiling points, and whether substances mix with one another. Water has a much higher boiling point than hexane, which shows that water has stronger intermolecular forces. Three main kinds of intermolecular interactions are covered here. They include ion-dipole forces, dipole-dipole interactions, and van der Waals forces, which include London dispersion...

solubility

Why Some Substances Dissolve in Water

Solution formation depends on how solutes and solvents interact. A solution is a homogeneous mixture made of a solvent, which is the larger part, and a solute, which is the smaller part. The physical state of a solution is usually the same as the solvent. Concentration is often described as dilute for a low amount of solute or concentrated for a high amount of solute. When a solute dissolves, its particles are surrounded by solvent species. This process is called solvation. If water is the...

introduction to functional groups

Functional Groups and Organic Molecules

Functional groups are groups of atoms with specific chemical properties that appear within organic molecules. They are sometimes shown as "R." These groups sit along the carbon backbone of macromolecules, which can form chains or rings of carbon atoms. Functional groups help functionalize a compound. That means they can give the molecule different physical and chemical properties. In organic chemistry, this change in group structure can strongly affect how a compound behaves. Common...

overview of advanced functional groups

Advanced functional groups are atom clusters in organic molecules that give those molecules specific chemical properties. They are sometimes shown as "R" in formulas. By changing the atoms attached to a carbon skeleton, a functional group can make a compound behave differently in physical and chemical reactions. This topic covers several major classes of organic compounds with advanced functional groups. Aromatic hydrocarbons include benzene. Phenol is another example and is also called...

key terms and concepts

Learn how advanced functional groups change the properties of organic molecules, with examples including aldehydes, ketones, esters, amines, and more.

Advanced Functional Groups in Organic Chemistry | JoVE K12

organic chemistry

JoVE Core - Química Orgânica explica conceitos básicos de estereoquímica, reações e mecanismos usando vídeos de animação concisos e fáceis de entender. Além disso, os vídeos de Cientistas em ação demonstram a aplicação de conceitos relacionados em experimentos de pesquisa clássicos e originais realizados nos laboratórios atuais em todo o mundo.

Florida Department of Education

High School

Physical Science

SC.912.P.8

SC.912.P.8.13

What is Organic Chemistry?

Organic chemistry is the study of compounds of carbon called organic compounds. Organic compounds either originate from living organisms or are ...

Introduction to Functional Groups


Functional groups are group of atoms with specific chemical properties that occur within organic molecules and sometimes denoted as &#8220;R&#8221;. ...

Functional Groups

Organic Compounds

All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic ...


Functional groups are groups of atoms with specific chemical properties that occur within organic molecules and are sometimes denoted as &#8220;R&#8221;. ...

Polymer Classification: Architecture

Polymers are classified as linear or branched on the basis of their chain architecture. The polymer chains in linear polymers have a long chain-like ...

Matter and Its Interactions: Construct and revise an explanation for the outcome of a simple chemical reaction based on the outermost electron states of atoms, trends in the periodic table, and knowledge of the patterns of chemical properties. (P: 6, CC: 1, CI: PS1)

3 Developing possible explanations of phenomena or designing solutions to engineering problems
 3.2 Constructing explanations and designing solutions 
  3.2.2 Students will be able to use their understanding of scientific principles and the engineering design process to design solutions that meet established criteria and constraints.*  

Advanced Functional Groups in Organic Chemistry

Description

Transcript

Tags

More videos by Standards