Alkyl Chain Length

Alkyl chain length is the number of carbon atoms in a saturated hydrocarbon substituent, a structural feature that strongly influences a molecule’s physical properties and chemical behavior. As the chain grows, increased surface area and London dispersion forces generally raise boiling points, while the larger hydrophobic region can reduce water solubility; added steric bulk may also affect how reactive groups interact. Chemists use these relationships to tune solvent properties, surfactant performance, lipid organization, polymer behavior, and the absorption or activity of organic compounds. Comparing alkyl chain lengths therefore helps connect molecular structure with measurable properties and practical chemical function.

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JoVE Core - Organic Chemistry

Alkyl Halides

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2023

Structural Properties Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape. Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...

Preparation of Alkynes: Alkylation Reaction

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2025

Introduction Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne. The reaction takes place in two steps: 1. The first step is the deprotonation of the terminal alkyne by the strong base forming an acetylide ion. 2. The second step is a nucleophilic...

Electron Transport Chains

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2019

The final stage of cellular respiration is oxidative phosphorylation that consists of two steps: the electron transport chain and chemiosmosis. The electron transport chain is a set of proteins found in the inner mitochondrial membrane in eukaryotic cells. Its primary function is to establish a proton gradient that can be used during chemiosmosis to produce ATP and generate electron carriers, such as NAD+ and FAD, that are used in glycolysis and the citric acid cycle. The ETC is comprised of...

Mass Spectrometry: Alkyl Halide Fragmentation

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2025

Chlorine isotopes exist as 35Cl and 37Cl in a 3:1 ratio, while bromine isotopes exist as 79Br and 81Br in a 1:1 ratio. The mass spectrum of alkyl halides typically produces two distinct molecular ion peaks, the molecular ion peak, [M], and the molecular ion plus two, [M + 2] peak. The relative heights of these two peaks are proportional to the isotopic abundance ratios of the halide. For example, 2‐chloropropane and 1‐bromopropane display two peaks with relative peak heights in a 3:1 and 1:1...

Conversion of Alcohols to Alkyl Halides

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2023

This lesson delves into the conversion of alcohols to corresponding alkyl halides and the mechanism of action for different reagents. Typically, the hydroxyl group is first protonated to convert it to a stable leaving group. Consequently, based on the starting alcohol, the mechanism undergoes either of the nucleophilic substitution routes, SN1 or SN2. Tertiary alkyl halides are made using the two-step SN1 mechanism that occurs via a carbocation intermediate, which is stabilized by...

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