Dalapon
Structural Formula Vector Image
Title: Dalapon
CAS Registry Number: 75-99-0
CAS Name: 2,2-Dichloropropanoic acid
Additional Names: a,a-dichloropropionic acid
Molecular Formula: C3H4Cl2O2
Molecular Weight: 142.97
Percent Composition: C 25.20%, H 2.82%, Cl 49.60%, O 22.38%
Literature References: Selective systemic herbicide for control of annual and perennial grasses. Prepn: GB 752761 (1956 to Dow); E. J. Kowolik, J. W. Fisher, GB 892584 (1962 to British Celanese); of free acid and sodium salt: Smeykal, Pallutz, Chem. Tech. (Leipzig) 15 (11), 654 (1963), C.A. 60, 6741c (1964). Acute toxicity: T. B. Gaines, R. E. Linder, Fundam. Appl. Toxicol. 7, 299 (1986). Toxicity data for the sodium salt: G. W. Bailey, J. L. White, Residue Rev. 10, 97 (1965). Quantitative NMR purity determn: R. J. Wells et al., J. Agric. Food Chem. 50, 3366 (2002).
Properties: Liquid, bp20 98-99°. d20 1.4014. nD20 1.4551. LD50 in male, female rats (mg/kg): 7126, 6936 orally (Gaines, Linder).
Boiling point: bp20 98-99°
Index of refraction: nD20 1.4551
Density: d20 1.4014
Toxicity data: LD50 in male, female rats (mg/kg): 7126, 6936 orally (Gaines, Linder)
 
Derivative Type: Sodium salt
CAS Registry Number: 127-20-8
Additional Names: Basfapon; Dowpon; Radapon
Molecular Formula: C3H3Cl2NaO2
Molecular Weight: 164.95
Percent Composition: C 21.84%, H 1.83%, Cl 42.99%, Na 13.94%, O 19.40%
Properties: Crystals, dec 174-176°. Soly in water at 25°, 45 g/100 ml; aq solns hydrolyze above 70°. Corrosive to iron.
 
Derivative Type: 2-(2,4,5-Trichlorophenoxy)ethyl Ester
CAS Registry Number: 136-25-4
Additional Names: Erbon; Baron; Novon
Molecular Formula: C11H9Cl5O3
Molecular Weight: 366.45
Percent Composition: C 36.05%, H 2.48%, Cl 48.37%, O 13.10%
Literature References: Prepn: H. F. Brust, H. O. Senkbeil, US 2754324 (1956 to Dow).
Properties: Crystals, mp 49-50°. bp0.5 161-164°. d450 1.55. Sol in acetone, alc, kerosene, xylene. Insol in water. LD50 orally in rats: 1120 mg/kg (Bailey, White).
Melting point: mp 49-50°
Boiling point: bp0.5 161-164°
Density: d450 1.55
Toxicity data: LD50 orally in rats: 1120 mg/kg (Bailey, White)
 
CAUTION: Potential symptoms of dalapon overexposure are irritation of eyes, skin, upper respiratory system; eye and skin burns; lassitude, loss of appetite, diarrhea, vomiting, slowing of pulse; CNS depression. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 100.
Use: Herbicide.

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