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Related Concept Videos

α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction01:15

α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction

The method to achieve α-brominated carboxylic acids using a mixture of phosphorus tribromide and bromine is known as the Hell–Volhard–Zelinski reaction. The reaction is catalyzed by phosphorus tribromide, which can be used directly or produced in situ from red phosphorus and bromine. The mechanism comprises PBr3 catalyzed conversion of acid to acid bromide and hydrogen bromide. The acid bromide enolizes to its enol form in the presence of HBr. The nucleophilic enol attacks the bromine molecule...
IUPAC Nomenclature of Aldehydes01:16

IUPAC Nomenclature of Aldehydes

Aldehydes are named based on the systematic nomenclature rules set by the IUPAC. For acyclic aldehydes, the longest carbon chain containing the aldehydic (–CHO) group is considered the parent chain. The aldehyde is named by replacing the last letter “e” in the hydrocarbon name with “al”. For instance, a simple, seven-carbon-membered acyclic aldehyde is called heptanal, derived from heptane. The carbon chain is numbered starting from the aldehydic carbon, although the aldehydic carbon’s locant...
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides01:16

Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides

Naming Acid Halides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
Acidity and Basicity of Alcohols and Phenols02:36

Acidity and Basicity of Alcohols and Phenols

Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
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The Friedel–Crafts acylation reactions involve the addition of an acyl group to an aromatic ring. These reactions proceed via electrophilic aromatic substitution by employing an acyl chloride and a Lewis acid catalyst such as aluminum chloride to form aryl ketone.
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Alkylation of β-Diester Enolates: Malonic Ester Synthesis

Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.

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Related Experiment Video

Updated: May 21, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
09:46

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores

Published on: August 19, 2013

2-(2-Bromo-phen-yl)acetic acid.

Rajni Kant, Kamini Kapoor, B Narayana

    Acta Crystallographica. Section E, Structure Reports Online
    |June 22, 2012
    PubMed
    Summary
    This summary is machine-generated.

    This study details the crystal structure of a brominated benzoic acid derivative. Molecular analysis reveals significant carboxyl group twisting and intermolecular hydrogen bonding forming dimers and layered structures.

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    Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
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    Published on: November 23, 2016

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    Last Updated: May 21, 2026

    Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
    09:46

    Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores

    Published on: August 19, 2013

    Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
    11:01

    Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase

    Published on: November 23, 2016

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure

    Background:

    • Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
    • Benzoic acid derivatives are common motifs in organic materials with diverse applications.

    Purpose of the Study:

    • To elucidate the crystal structure and intermolecular interactions of C(8)H(7)BrO(2).
    • To analyze the conformational preferences of the carboxyl group relative to the benzene ring.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
    • Analysis of hydrogen bonding networks (O-H⋯O and C-H⋯O) was performed.

    Main Results:

    • The carboxyl group exhibits a significant twist of 76.2(3)° from the benzene ring plane.
    • Molecules form inversion dimers via O-H⋯O hydrogen bonds.
    • These dimers are arranged into layers parallel to the bc plane through C-H⋯O interactions.

    Conclusions:

    • The crystal packing is dominated by strong O-H⋯O hydrogen bonds forming dimers.
    • Weaker C-H⋯O interactions play a role in stabilizing the layered architecture.
    • The observed conformation highlights the interplay between intramolecular and intermolecular forces in this brominated benzoic acid derivative.