3072. 2,4-Dichlorophenol

Nomenclature

CAS number: 120-83-2
C6H4Cl2O; mol wt 163.00.
C 44.21%, H 2.47%, Cl 43.50%, O 9.82%.

Description and references

Key intermediate in synthesis of the herbicide 2,4-D, q.v. Prepn by chlorination of phenol: M. Kohn, S. Sussmann, Monatsh. Chem. 46, 575 (1926); B. O. Pray, D. N. Sukow, US 2759981 (1956 to Columbia-Southern Chem. Corp.); by chlorination of o- or p-chlorophenol: L. G. Groves et al., J. Chem. Soc. 1929, 512; from 2,4-dinitrophenol: A. Ghosh, J. Indian Chem. Soc. 28, 155 (1951). 1H NMR study: J. B. Rowbotham, T. Schaefer, Can. J. Chem. 52, 3037 (1974). Review of toxicology and human exposure: Toxicological Profile for Chlorophenols (PB99-166639, 1999) 260 pp.

Chemical structure

Properties

Needle-like crystals, with strong medicinal taste and odor. mp 45°. bp 209-211°. Volatile with steam. Sol in CCl4.

Use

Biocide; intermediate in production of herbicides.