Fenobucarb
English Synonyms 2-SEC-BUTYLPHENYLETHYLCARBAMATE; 2-SEC-BUTYLPHENYL-N-METHYLCARBAMATE; 2-Methylpropyl) phenol methylcarbamate; Hopcin; HOPCIN (R); FENOBUCARB; CARVIL
CAS number: 3766-81-2
Molecular formula: C12H17NO2
Molecular weight: 207.27
EINECS No. 223-188-8
Related Categories: INSECTICIDE; Insecticides; Alpha sort; CarbamatesPesticides & Metabolites; E-GAlphabetic; F; FA-FL; Insecticides; Pesticides; Pesticides; Insecticides (Mites); Organic Nitrogen Pesticides; Analytical Standards; Pesticides; Pesticide intermediates; Pesticide residues, veterinary drugs and chemical fertilizers
Mol file: 3766-81-2.mol
Ding Ding Wei
Ding Ding Wei nature
Flash point 11 ° C
Storage conditions 0-6 ° C
CAS Database 3766-81-2 (CAS DataBase Reference)
NIST chemical information Phenol, 2- (1-methylpropyl) -, methylcarbamate (3766-81-2)
EPA chemical information Phenol, 2- (1-methylpropyl) -, methylcarbamate (3766-81-2)
Ding Ding Wei use and synthesis methods
Toxicity The acute oral LD50 was 410 ~ 635mg / kg in rats, 487 ~ 512mg / kg in mice, acute percutaneous LD50 was more than 5000mg / kg in rats, 4200mg / kg in mice and 10250mg / kg in rabbits. Under the experimental conditions, the mutagenicity was negative, no reproductive toxicity (below 100mg / kg) was observed in rats, and no teratogenic effects were observed in rabbits [3mg / (kg · d)]. Carp LC50 is 12.6mg / L (48h).
Chemical nature of pure white crystals, mp32 ℃, bp130 ℃ / 4 × 102Pa, 112 ~ 113 ℃ / 1.33Pa, the relative density of 1.050 (20 ℃), the vapor pressure of 0.533Pa (25 ℃), the refractive index n27D1.5115 . Soluble in benzene, toluene, xylene, methanol, acetone and other organic solvents, water solubility of 660mg / L. Stable in weakly acidic medium, unstable to alkaline, easily decomposed by heat. Industrial products for the light yellow oily liquid, m.p.28.5 ~ 31 ℃.
Uses carbamate insecticide, has a strong contact action, both stomach poisoning, fumigation, ovicidal effect. Quick, but shorter residual period. The main control planthoppers, rice leafhoppers, rice thrips, with 50% EC 1000 to 2000 times the spray, or 2% 巴沙 powder 300 ~ 375g / 100m2 dusting. On the rice leaf roller, stink bug, Borer and aphids also have good control effect.
Uses Carbamate insecticides kill and kill planthoppers, black-tailed leafhoppers and rice stinkbugs with short-acting and short-lasting effects, and can also control cotton aphids and cotton bollworms.
Production method below 0 ° C liquid phosgene pass into the o-sec-butylphenol toluene solution, and then gradually added sodium hydroxide solution, the chlorocarbonate adjacent butyl phenyl ester (toluene solution), under rapid stirring, With sodium hydroxide solution while dropping aqueous methylamine, the reaction at room temperature for 15min, that is, the formation of Ding Ding Wei. Raw material consumption quota: 770kg / t of ortho-butylphenol (97.5%), 650kg / t of phosgene, 390kg / t of monomethylamine (40%), 220kg / t of caustic soda (30%), 100kg / t of toluene, 30%) 10kg / t.
Production method Alkylation of phenol, 1, n-butene catalyzed by sulfuric acid, the ratio of 1: 1.4 (mol), the reaction temperature of 134 ~ 136 ℃; AlCl3 catalyst can also be used for the continuous gas-phase synthesis of o-sec-butyl phenol.
Esterification The toluene was cooled to below 0 ° C, the amount of phosgene access, and then added to the distillation of o-sec-butyl phenol and sodium hydroxide solution was added dropwise to control the reaction temperature is less than 0 ° C, the end point of pH 6 to 7, O-tert-butyl chloroformate was obtained.
Aminolysis first o-sec-butyl phenyl chloroformate cooled to -10 ° C, began dropping a methylamine and sodium hydroxide solution, the temperature <0 ° C, the final pH value of 7 to 8, 0.5h incubation was continued, the reaction Totally, the toluene is recovered by desolvation, that is, the product is butyl Ding Wei.