ALPHA-ISOPROPYL-4-CHLOROPHENYLACETIC ACID

English Synonyms: TIMTEC-BB SBB008321; 4- (4-Chlorophenyl) -3-methylbutanoic acid; 4- chloro-alpha- (1-methylethyl) -benzeneaceticaci; alpha- (p-Chlorophenyl) isovaleric acid; Benzeneacetic acid, -methyl-

CAS number: 2012-74-0

Molecular formula: C11H13ClO2

Molecular weight: 212.67

EINECS number: 217-934-1

Related Categories: C11 to C12; Carbonyl Compounds; Carboxylic Acids; Pyrethroid Pesticides; Pesticide Intermediates; Insecticide Intermediates; Aromatics; Standards; Organochlorine Pesticides; Insecticides; Pharmaceutical Ingredients; Carboxymethyl acid

Mol File: 2012-74-0.mol

α-isopropyl p-chlorophenylacetic acid

α-isopropyl p-chlorophenylacetic acid properties

Melting point 87-91 ° C (lit.)

Flash point> 230 ° F

CAS Database 2012-74-0 (CAS DataBase Reference)

Use and synthesis of α-isopropyl p-chlorophenylacetic acid

Chemical properties 3-methyl-2- (4-chlorophenyl) butyric acid industrial products as light yellow or brown solid, pure white rhombohedral crystals, mp88 ~ 89 ℃, soluble in benzene, toluene, alcohol , Acetone and other organic solvents, slightly soluble in water.

Use 3-methyl-2- (4-chlorophenyl) butyric acid as butyric acid, fenvalerate, fenvalerate, chlorfenapyr important intermediates.

Use pesticide intermediates.

Use as intermediates in the production of pyrethroid pesticides

Production methods α-isopropyl p-chlorophenyl acetonitrile hydrolysis derived. The α-isopropyl p-chlorophenylacetonitrile and 65% sulfuric acid molar ratio of 1: 1.3 were mixed, heated to 140-145 ° C for 11h. With solvent extraction, the acid layer was removed, and then washed with water, desolventizing, crystallization of α-isopropyl p-chlorophenylacetic acid, 90%, m.p. 85-87 ° C, yield 90%.

Production Method The preparation method is based on p-chlorotoluene as raw material, the side chain chlorination of chlorobenzyl chloride, and then reacted with sodium cyanide generated p-chloronitrile acetonitrile, and then with isopropyl bromide or isopropyl chloride reaction generated 3-methyl-2- (4-chlorophenyl) butyronitrile, followed by acidic hydrolysis to give 3-methyl-2- (4-chlorophenyl) butyric acid.

The formulated 65% sulfuric acid was put into the reaction kettle, and 3-methyl-2- (4-chlorophenyl) butyronitrile was put into the reaction kettle under stirring, the temperature was gradually raised to 143-145 ° C., the reaction was refluxed for 6 hours, cooled to room temperature, Toluene extraction, still stratification, the separation of toluene solution, acid solution, and then extracted with toluene, toluene solution combined with 10% sodium hydroxide solution extracted twice with a small amount of toluene lye extraction, lye reuse 30% hydrochloric acid was acidified to pH = 1, extracted twice with toluene and the toluene layer was washed with saturated brine to pH = 6, de-toluene to give 3-methyl-2- (4- chlorophenyl) % ~ 85%.