819-96-5

Usage

Uses

Used in Perfume Industry:
Hexanoic acid, 3-chloro-, methyl ester is used as a fragrance ingredient for its distinctive odor, contributing to the overall scent profile of perfumes.
Used in Soap Industry:
Hexanoic acid, 3-chloro-, methyl ester is used as a scent component in soaps, enhancing their aroma and providing a pleasant olfactory experience for users.
Used in Cosmetics Industry:
Hexanoic acid, 3-chloro-, methyl ester is used as a flavor and fragrance ingredient in cosmetics, adding a pleasant scent and taste to products such as lip balms and lotions.
Used in Food Industry:
Hexanoic acid, 3-chloro-, methyl ester is used as a flavoring agent in the food industry, adding a fruity aroma to products such as fruit-flavored beverages and confections.
Used in Pharmaceutical Synthesis:
Hexanoic acid, 3-chloro-, methyl ester is used as a chemical intermediate in the synthesis of pharmaceuticals, leveraging its distinctive properties for creating various medicinal compounds.
Used in Agrochemical Synthesis:
Hexanoic acid, 3-chloro-, methyl ester is used in the production of agrochemicals, where its unique odor and taste properties are utilized for developing effective agricultural products.
It is important to handle Hexanoic acid, 3-chloro-, methyl ester with caution as it can cause skin and eye irritation, and should be stored and used in accordance with recommended safety guidelines.

Upstream product

• 7782-50-5 chlorine 
• 142-61-0 Hexanoyl chloride 
• 106-70-7 methyl hexanoate 

Relevant academic research and scientific papers

Site-Selective Aliphatic C-H Chlorination Using N-Chloroamides Enables a Synthesis of Chlorolissoclimide

Methods for the practical, intermolecular functionalization of aliphatic C-H bonds remain a paramount goal of organic synthesis. Free radical alkane chlorination is an important industrial process for the production of small molecule chloroalkanes from simple hydrocarbons, yet applications to fine chemical synthesis are rare. Herein, we report a site-selective chlorination of aliphatic C-H bonds using readily available N-chloroamides and apply this transformation to a synthesis of chlorolissoclimide, a potently cytotoxic labdane diterpenoid. These reactions deliver alkyl chlorides in useful chemical yields with substrate as the limiting reagent. Notably, this approach tolerates substrate unsaturation that normally poses major challenges in chemoselective, aliphatic C-H functionalization. The sterically and electronically dictated site selectivities of the C-H chlorination are among the most selective alkane functionalizations known, providing a unique tool for chemical synthesis. The short synthesis of chlorolissoclimide features a high yielding, gram-scale radical C-H chlorination of sclareolide and a three-step/two-pot process for the introduction of the β-hydroxysuccinimide that is salient to all the lissoclimides and haterumaimides. Preliminary assays indicate that chlorolissoclimide and analogues are moderately active against aggressive melanoma and prostate cancer cell lines.

New free-radical halogenations of alkanes, catalysed by N-hydroxyphthalimide. Polar and enthalpic effects on the chemo- and regioselectivity

Reactions of alkanes with different halogenating systems are compared in order to explore the reactivity of phthalimido-N-oxyl radical in hydrogen abstraction; the importance of polar effects is emphasised.

MECHANISMS OF FREE-RADICAL REACTIONS. XXIV. QUANTITATIVE DESCRIPTION OF THE POLAR EFFECTS OF SUBSTITUENTS ON THE KINETICS OF THE FREE-RADICAL CHLORINATION OF ALIPHATIC COMPOUNDS BY N-CHLOROPIPERIDINE

The free-radical chlorination of 1-substituted alkanes with electron-withdrawing substituents by N-chloropiperidine in trifluoroacetic acid was studied by the method of competing reactions, and the relative rate constants were obtained for all positions of the substrates.The data on the position selectivity can be described satisfactorily by means of an electrostatic model of the polar effect of the substituent, calculated according to the Kirkwood-Westheimer equation.The obtained characteristics of the electrostatic effect can be successfully applied to calculation of the substrate selectivity and the intermolecular relative rate constants for all the positions, beginning with the third.The Taft equation is unsuitable for description of the effect of substituents on the reaction rate.

Chlorination of Esters. I. Chlorination of Methyl Esters of Propanoic, Butanoic, Pentanoic and Hexanoic Acids. The Isomer Distribution of Monochloro Esters Formed

The chlorination of methyl ester with chlorine in the liquid and vapor phase and with sulfuryl chloride in the liquid phase has been investigated.The chlorination yields all possible monochloro esters isomers with the 2-chloro isomer in the smallest amount.The products were identified by NMR and mass spectrometry.The isomer distribution and mass spectra of products were studied in detail.