2176. Chloroxylenol

Nomenclature

CAS number: 88-04-0
4-Chloro-3,5-dimethylphenol; p-chloro-m-xylenol; 4-chloro-3,5-xylenol; parachlorometaxylenol; 2-chloro-m-xylenol; 2-chloro-5-hydroxy-m-xylene; 2-chloro-5-hydroxy-1,3-dimethylbenzene; Benzytol; Dettol (Reckitt & Colman).
C8H9ClO; mol wt 156.61.
C 61.35%, H 5.79%, Cl 22.64%, O 10.22%.

Description and references

Prepd by treating 3,5-dimethylphenol with Cl2 or SO2Cl2: Lesser, Gad, Ber. 56, 974, 976 (1923); von Auwers et al., Chem. Zentralbl. 1924, II, 2267, C.A. 19, 2339 (1925); Gladden, Cocker, US 2350677 (1944).

Chemical structure

Properties

Crystals from benzene, mp 115.5°. Phenolic odor. Volatile with steam. bp 246°. One gram dissolves in 3 liters of water at 20°. More stable in hot water. Soluble in 1 part of 95% alcohol, ether, benzene, terpenes, fixed oils, in solns of alkali hydroxides.

Use

Antiseptic and germicide; for mildew prevention. Claimed to be about 60 times as potent as phenol.

Therapeutic Category

Antibacterial; antiseptic (topical and urinary).

Therapeutic Category (Veterinary)

Antiseptic (topical).

Keywords

Antiseptic/Disinfectant; Phenols