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Related Concept Videos

Brønsted-Lowry Acids and Bases02:16

Brønsted-Lowry Acids and Bases

In 1923, the Brønsted–Lowry definition of acids and bases was proposed by Johannes Brønsted and Thomas Lowry. According to this theory, a Brønsted acid is defined as a species that donates a proton in a chemical reaction and gets converted to its conjugate base. A Brønsted base is defined as a species that accepts a proton in a chemical reaction and gets converted into its conjugate acid. These transfers of protons are caused by the displacement of electrons in these reactions, which is...
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Carboxylic Acids to Acid Chlorides

Carboxylic acids react with SOCl2 or PCl5 to form acid chlorides. Amongst the carboxylic acid derivatives, acid chlorides are the most reactive and synthetically important derivatives. They are useful reagents for Friedel–Crafts acylation of some aromatic compounds.
Acid Halides to Carboxylic Acids: Hydrolysis01:01

Acid Halides to Carboxylic Acids: Hydrolysis

Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction occurs readily and does not require acid or a base catalyst.
As shown below, the mechanism involves a nucleophilic attack by water at the carbonyl carbon to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen π bond along with the departure of a halide ion. A final proton transfer step yields carboxylic acid...
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Leveling Effect01:29

Leveling Effect

In acid-base chemistry, the leveling effect refers to the limitation imposed by the solvent on the strength of acids and bases in solution. When a base stronger than the solvent's conjugate base is used, it deprotonates the solvent until the base is entirely consumed, making it ineffective against weaker acids. Conversely, an acid stronger than the solvent's conjugate acid protonates the solvent until the acid is depleted, rendering it ineffective against weaker bases. Essentially, the solvent...
Production of Organic Acids01:25

Production of Organic Acids

Lactic acid, an important organic acid extensively applied in food, pharmaceutical, and biodegradable polymer industries, is primarily produced via microbial fermentation. This method is favored over chemical synthesis due to its environmental sustainability and capacity for enantiomerically pure product formation. Among various microbial processes, the fermentation of starch-based substrates stands out due to the abundance and renewability of raw materials like corn and potatoes.Hydrolysis of...

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Related Experiment Video

Updated: Jul 13, 2026

Determination of the Gas-phase Acidities of Oligopeptides
11:00

Determination of the Gas-phase Acidities of Oligopeptides

Published on: June 24, 2013

Internal olefins to linear amines.

A Seayad1, M Ahmed, H Klein

  • 1Institut für Organische Katalyseforschung an der Universität Rostock e.V. (IfOK), Buchbinderstrasse 5-6, D-18055 Rostock, Germany.

Science (New York, N.Y.)
|September 7, 2002
PubMed
Summary

This study presents a one-pot catalytic method for selectively synthesizing linear amines from internal olefins. The process utilizes specialized phosphine ligands and rhodium catalysts for an efficient and eco-friendly chemical synthesis.

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Area of Science:

  • Organic Chemistry
  • Catalysis
  • Green Chemistry

Background:

  • Linear amines are crucial building blocks in pharmaceuticals and materials science.
  • Current synthesis methods often lack selectivity or involve harsh conditions.
  • Developing efficient and sustainable routes to linear amines is an ongoing challenge.

Purpose of the Study:

  • To develop a novel one-pot catalytic method for the selective synthesis of linear amines.
  • To utilize internal olefins or olefin mixtures as starting materials.
  • To establish an economically attractive and environmentally favorable synthesis pathway.

Main Methods:

  • A catalytic one-pot reaction sequence involving olefin isomerization, hydroformylation, and reductive amination.
  • The use of specially designed phosphine ligands in conjunction with rhodium catalysts.
  • Optimization of reaction conditions for high selectivity and yield.

Main Results:

  • Successful selective synthesis of linear amines from internal olefins and olefin mixtures.
  • Demonstration of the key role of tailored phosphine ligands and rhodium catalysts.
  • Achieved an economically viable and environmentally benign process for amine production.

Conclusions:

  • The developed one-pot catalytic system offers an efficient route to linear aliphatic amines.
  • This method provides a sustainable alternative to existing synthetic strategies.
  • The use of specific ligands and catalysts is critical for achieving high selectivity and favorable process economics.