2-Hexenoyl chloride, also known as (2E)-2-hexenoic acid chloride, is an organic compound characterized by its unsaturated carbon chain and the presence of an acyl chloride functional group. It features a six-carbon chain with a double bond between the second and third carbon atoms, which contributes to its reactivity. The acyl chloride functional group makes it a potent electrophile, allowing it to readily participate in nucleophilic substitution reactions. This compound is typically a colorless to pale yellow liquid with a pungent odor, indicative of its reactivity and volatility. It is soluble in organic solvents but reacts with water, producing hydrochloric acid and the corresponding carboxylic acid. Due to its reactivity, 2-hexenoyl chloride is often used in organic synthesis, particularly in the preparation of various chemical intermediates and in the production of pharmaceuticals and agrochemicals. Proper handling and storage are essential, as it can be corrosive and harmful upon exposure.

2-Hexenoyl chloride, (2E)-

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(E)-Hex-2-enoyl chloride

Applications (2E)-2-Hexenoyl Chloride is an intermediate in the synthesis of 3-Carboxy-N,N,N-trimethyl-2-[(1-oxo-2-hexen-1-yl)oxy]-1-propanaminium Chloride Salt (C183222), used to increase the gastrointestinal absorption of drugs. It is used also to diagnose specific metabolic diseases.
References Yang, S. et al.: J. Chrom., 857, 251 (2007)


CAS 97943-16-3: 2-Hexenoyl chloride, (2E)-

(E)-Hex-2-enoyl chloride

Ref: 10-F014673

(2E)-2-Hexenoyl Chloride

Ref: TR-H594950