3078. Dichlorprop

Nomenclature

CAS number: 120-36-5
2-(2,4-Dichlorophenoxy)propanoic acid; (±)-2-(2,4-dichlorophenoxy)propionic acid; 2,4-DP; dichloroprop; Dicopur DP (Nufarm).
C9H8Cl2O3; mol wt 235.06.
C 45.99%, H 3.43%, Cl 30.17%, O 20.42%.

Description and references

Selective pre- and post-emergent herbicide. Exists in two optically active forms; only the (+)-isomer shows biological activity. First prepd and described as a plant growth regulator: M. E. Synerholm, P. W. Zimmerman, Contrib. Boyce Thompson Inst. 14, 91 (1945). Commercial prepn: H. A. Stevenson, R. F. Brookes, GB 822199 (1959 to Boots). Resoln of enantiomers and biological activity: S. T. Collins, F. E. Smith: J. Sci. Food Agric. 3, 248 (1952). Field studies and toxicology: W. O. G. Nuyken et al., Meded. Fac. Landbouwwet. Rijksuniv. Gent 52, 1139 (1987). Enantiomeric effects on degradation: A.W. Garrison et al., Environ. Sci. Technol. 30, 2449 (1996). GC/MS determn in soil: T. Heberer, H.-J. Stan, J. AOAC Int. 79, 1428 (1996).

Chemical structure

Properties

Colorless crystals, mp 117-118°. pKa 3.2. Soly in water at 20°: 350 ppm. Readily sol in organic solvents. Corrosive to metals in the presence of water.

Derivative

(R)-(+)-Form.

Nomenclature

CAS number: 15165-67-0
Dichlorprop-P; Corasil (Nufarm); Optica DP (Marks).

Properties

Colorless needles from benzene, mp 124°. [α]21D +26.6° (c = 1.23 in ethanol).

Derivative

(R)-(+)-Form Potassium salt.

Nomenclature

CAS number: 113963-87-4
Dichlorprop-P-potassium; Duplosan DP (Nufarm).
C9H7Cl2KO3; mol wt 273.15.
C 39.57%, H 2.58%, Cl 25.96%, K 14.31%, O 17.57%.

Use

Herbicide.