2-(4-Chlorophenyl)-3-methylbutyric acid

ChEBI: A monocarboxylic acid consisting of isovaleric acid having a 4-chlorophenyl group at the 2-position.

2-(4-chlorophenyl)-3-methylbutyric acid is a monocarboxylic acid consisting of isovaleric acid having a 4-chlorophenyl group at the 2-position. It is a monocarboxylic acid and a member of monochlorobenzenes. It derives from an isovaleric acid.

The preparation method is based on p-chlorotoluene as raw material, side chain chlorination to generate p-chlorobenzyl chloride, then react with sodium cyanide to generate p-chlorobenzene acetonitrile, and then react with bromoisopropane or chloroisopropane to generate 3- Methyl-2-(4-chlorophenyl)butyronitrile is finally subjected to acid hydrolysis to obtain 3-methyl-2-(4-chlorophenyl)butanoic acid. Put the prepared 65% sulfuric acid into the reaction kettle, add 3-methyl-2-(4-chlorophenyl)butyronitrile under stirring, gradually heat up to 143～145℃, reflux for 6h, cool to room temperature, add Toluene extraction, static layering, separate the toluene solution and the acid solution, and then extract with toluene once, combine the toluene solution, extract twice with 10% sodium hydroxide solution, extract the lye with a small amount of toluene once, and reuse the lye Acidify with 30% hydrochloric acid to pH=1, add toluene for extraction twice, wash the toluene layer with saturated brine to pH=6, remove toluene to obtain 3-methyl-2-(4-chlorophenyl)butyric acid, the yield is 82 %～85%.

Used as an intermediate for the production of pyrethroid pesticides

Molecular Weight:212.67
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:212.0604073
Monoisotopic Mass:212.0604073
Topological Polar Surface Area:37.3
Heavy Atom Count:14
Complexity:196
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes