CHLOROBENZILATE

CHLOROBENZILATE Basic information
Product Name:CHLOROBENZILATE
Synonyms:WOPROSILAN;ACARBEN(R);AKAR(R);ETHYL 4,4'-DICHLOROBENZILATE;Ethyl-2-hydroxy-2,2-bis(4-chlorophenyl)acetate;ethyl2-hydroxy-2,2-bis(4-chlorophenyl)acetate;ethyl2-hydroxy-2,2-di(p-chlorophenyl)acetate;ethyl4,4’-dichlorobenilate
CAS:510-15-6
MF:C16H14Cl2O3
MW:325.19
EINECS:208-110-2
Product Categories:CAlphabetic;CH;AcaricidesPesticides&Metabolites;Pesticides;Pesticides&Metabolites;AcaricidesAlphabetic;Alpha sort;C
Mol File:510-15-6.mol
CHLOROBENZILATE Structure
CHLOROBENZILATE Chemical Properties
Melting point 37-38℃
Boiling point bp0.04 146-148°
density 1.332
refractive index 1.5727
storage temp. 0-6°C
pka11.11±0.29(Predicted)
form neat
Water Solubility 13mg/L(20 ºC)
Merck 13,2141
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, alkalies, lime.
CAS DataBase Reference510-15-6(CAS DataBase Reference)
IARC3 (Vol. 30, Sup 7) 1987
EPA Substance Registry SystemChlorobenzilate (510-15-6)
Safety Information
Hazard Codes Xn,N,T
Risk Statements 22-50/53-63-43-36/37/38-23/24/25-45-67-40
Safety Statements 60-61-36/37-24/25-23-53
RIDADR UN 1593 6.1/PG 3
WGK Germany 3
RTECS DD2275000
HS Code 29181800
Hazardous Substances Data510-15-6(Hazardous Substances Data)
ToxicityLD50 in male, female rats (mg/kg): 1040, 1220 orally (Gaines)
MSDS Information
CHLOROBENZILATE Usage And Synthesis
DescriptionChlorobenzilate is an organochlorine pesticide belonging to the same class as dichlorodiphenyltrichloroethane (DDT). It was originally developed by Ciba–Geigy and introduced in 1952.
Chemical Propertiesviscous yellow liquid or pale yellow crystals
Chemical PropertiesEthyl 4,40 -dichlorobenzilate is a yellow solid when pure. The technical product is a brownish liquid.
UsesThe primary use of chlorobenzilate is as an acaricide for mite control on citrus crops and in beehives. It has a narrow insecticidal action, killing only mites and ticks. Historically, chlorobenzilate was used as a synergist for DDT. Although now banned for use in the United States and Europe, it is believed to be used on crops other than citrus in other countries.
UsesAcaricide in spider-mite control; synergist for DDT.
UsesNonsystemic pesticide and acaricide.
DefinitionChEBI: Chlorobenzilate is a diarylmethane.
General DescriptionViscous yellow liquid or pale yellow crystals. Light brown crystalline solid.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileCHLOROBENZILATE is hydrolyzed by alkalis and strong acids. Incompatible with lime .
Health HazardModerately toxic by oral route; toxic symptoms similar to DDT and Perthane; ingestionof large dose can produce nausea, vomiting,tremor and convulsions; skin or eye contactcan cause irritation; application of 25 mgproduced moderate irritation of eye inrabbits; adequate evidence of carcinogenicityin experimental animals; produced tumors inrats and mice; evidence of carcinogenicity inhumans remains unknown.
LD50 oral (rat): 700 mg/kg
LD50 oral (mouse): 729 mg/kg.
Fire HazardFlash point data for CHLOROBENZILATE are not available; however, CHLOROBENZILATE is probably combustible.
Safety ProfileSuspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion. A skin and eye irritant. A pesticide. When heated to decomposition it emits toxic fumes of Cl-.
Potential ExposureIt is a buffer in many chemical intermediates; an organochlorine miticide; to kill mites, ticks, and other insects; as a synergist for DDT. Incompatibilities: Strong acids, strong bases; lime.
Environmental FateBiological. Rhodotorula gracilis, a yeast isolated from an insecticide-treated soil, degraded chlorobenzilate in a basal medium supplemented by sucrose. Metabolites identified by this decarboxylation process were 4,4′-dichlorobenzilic acid, 4,4′-dichlorobenzophenone and carbon dioxide (Miyazaki et al., 1969, 1970).
Soil. Though no products were identified, the half-life of chlorobenzilate in two fine sandy soils was estimated to be 1.5–5 weeks (Wheeler, 1973).
Photolytic. Chlorobenzilate should not undergo direct photolysis since it does not absorb UV light at wavelengths greater than 290 nm (Gore et al., 1971).
ShippingUN2996 Organochlorine pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.UN2761 Organochlorine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Toxicity evaluationThe historical use of chlorobenzilate resulted in its release into the environment. It has low water solubility (log Kow = 4.74) and adsorbs strongly to sediment and suspended particulate matter in aquatic environments. Chlorobenzilate has low soil mobility due to an estimated Koc of 1500 and thus is not expected to leach into groundwater. Decomposition via photolysis or hydrolysis is not considered significant. The halflife of chlorobenzilate in fine sandy soils was estimated to be 10–35 days, with degradation being primarily microbial. In silty clay loam and clay soils, the half-life of chlorobenzilate was estimated to be 10.8–15.1 and 29.5–169.1 days, respectively. Volatilization from water or soil is not appreciable due to an estimated Henry’s law constant of 7.2 atmm3 mol-1. If released into air, chlorobenzilate will exist in both vapor and particulate phases. The half-life of vapor-phase chlorobenzilate in ambient air was estimated to be 3.2 days. Chlorobenzilate in the particulate phase is expected to be removed from the atmosphere by wet or dry deposition. There is no evidence for long-range transport of chlorobenzilate. Bioaccumulation in aquatic organisms is moderate to high due to a reported bioconcentration factor range of 224–709 in fish.
Waste DisposalConsult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
CHLOROBENZILATE Preparation Products And Raw materials
2,2-Diphenylacetic acid (S)-4-CHLOROMANDELIC ACID ETHYL BENZILATE CHLOROBENZILATE (S)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL 4,4'-DDA (R)-(-)-Methyl mandelate 1 -(4-CHLOROPHENYL)-1 -PHENYLETHANOL (S)-(+)-Methyl mandelate (R)-2-HYDROXY-2-METHYL(4-CHLOROBENZENE)ACETIC ACID Methyl (R)-(+)-lactate ETHYL MANDELATE Ethyl L(-)-lactate 2-(4-CHLOROPHENYL)-2-PHENYLACETIC ACID Methyl benzilate (R)-(-)-1-Phenyl-1,2-ethanediol 4-Chloromandelic acid Mandelic acid

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