Phenmedipham

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Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Phenmedipham

中文通用名

甜菜宁

IUPAC

methyl 3-(3-methylcarbaniloyloxy)carbanilate
or
3-methoxycarbonylaminophenyl 3-methylcarbanilate

CAS

3-[(methoxycarbonyl)amino]phenyl (3-methylphenyl)carbamate

CAS No.

13684-63-4

Molecular Formula

C₁₆H₁₆N₂O₄

Molecular Structure

General Product Information

Category

Herbicides > Carbanilate herbicides

Activity

Herbicide

Premix

Ethofumesate+Desmedipham+Phenmedipham
Emulsifiable concentrate, suspo-emulsion.
Premix Parters: dichlorvos; methyl parathion; pirimicarb; teflubenzuron;

Physical & Safety Data

Physical Properties

Molecular weight:300.3; Physical form:Colourless crystals. Density:0.34-0.54 (20 °C); Composition:Tech. grade is >97% pure. Melting point:143-144 °C; ( tech., 140-144 °C); Vapour pressure:1.33×10-6 mPa (25 °C); Henry constant:5 × 10-8 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 3.59 ( pH 3.9); pKa:<0.1; Solubility:In water 4.7 mg/l (room temperature). Soluble in polar organic solvents. In acetone, cyclohexanone c. 200, methanol c. 50, chloroform 20, benzene 2.5, hexane c. 0.5, dichloromethane 16.7, ethyl acetate 56.3, tol; Stability:Stable up to 200 °C. Very stable in acidic media, but hydrolysed in neutral and alkaline media; DT50 (22 °C) 50 d ( pH 5), 14.5 h ( pH 7), 10 min ( pH 9).

Toxicology

Oral:Acute oral LD₅₀ for rats and mice >8000, guinea pigs and dogs >4000 mg/ kg. Percutaneous:Acute percutaneous LD₅₀ for rabbits 1000, rats 2500 mg/kg. Not a skin sensitiser. Inhalation: LC₅₀ (4 h) for rats >7.0 mg/l. Phytotoxicity:Non-phytotoxic to beet crops.

Environmental Profile

Ecotoxicology:
Algae: IC₅₀ (96 h) 0.13 mg/l.Bees:Not toxic to bees; LD₅₀ (oral) >23µg/bee; (contact) 50µg/bee.Birds:Acute oral LD₅₀ for chickens >2500, mallard ducks >2100 mg/kg. Dietary LC₅₀ (8 d) for mallard ducks and bobwhite quail >6000 mg/ kg diet.Daphnia: LC₅₀ (72 h) 3.8 mg/l.Fish: LC₅₀ (96 h) for rainbow trout 1.4-3.0, bluegill sunfish 3.98 mg/l. LC₅₀ (96 h) for harlequin fish 16.5 mg/l (15.9% EC formulation).Worms: EC₅₀ (14 d) >156 mg/ kg soil.

Environmental fate:
Animals:In mammals, following oral administration, 99% is excreted within 72 hours, mainly in the urine. Hydrolysis to methyl N-(3-hydroxyphenyl)carbamate and conjugation to glucuronides and ethereal sulfates are the major steps in metabolism.Soil: DT₅₀ in soil c. 25 d, DT₉₀ c. 108 d. Metabolites include methyl N-(3-hydroxyphenyl)carbamate and m-aminophenol, and subsequently complexes with soil components (R. Senawana Plant:Methyl N-(3-hydroxyphenyl)carbamate is the major metabolite in plants. WATER SOLUBILITY: Rapid hydrolysis under alkaline conditions (pH7) SOIL PARTICLE ADSORPTION: 95% of a.i. degraded within 6 months

Transport Information

Signal Word:WARNING; Hazard Class:II(Moderately hazardous)