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

pka

11.11±0.29(Predicted)

Water Solubility 

13mg/L(20 ºC)

Merck 

13,2141

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, alkalies, lime.

CAS DataBase Reference

510-15-6(CAS DataBase Reference)

IARC

3 (Vol. 30, Sup 7) 1987

EPA Substance Registry System

Chlorobenzilate (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 Data

510-15-6(Hazardous Substances Data)

Toxicity

LD50 in male, female rats (mg/kg): 1040, 1220 orally (Gaines)

CHLOROBENZILATE Usage And Synthesis

Description

Chlorobenzilate is an organochlorine pesticide belonging to the same class as dichlorodiphenyltrichloroethane (DDT). It was originally developed by Ciba–Geigy and introduced in 1952.

Chemical Properties

viscous yellow liquid or pale yellow crystals

Chemical Properties

Ethyl 4,40 -dichlorobenzilate is a yellow solid when pure. The technical product is a brownish liquid.

Uses

The 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.

Uses

Acaricide in spider-mite control; synergist for DDT.

Uses

Nonsystemic pesticide and acaricide.

Definition

ChEBI: Chlorobenzilate is a diarylmethane.

General Description

Viscous yellow liquid or pale yellow crystals. Light brown crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

CHLOROBENZILATE is hydrolyzed by alkalis and strong acids. Incompatible with lime .

Health Hazard

Moderately 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 Hazard

Flash point data for CHLOROBENZILATE are not available; however, CHLOROBENZILATE is probably combustible.

Safety Profile

Suspected 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 Exposure

It 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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, removefrom exposure, begin rescue breathing (using universal prestopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Environmental Fate

Biological. 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).

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, wellventilated area away from strong acids, strong bases. Wherepossible, automatically pump liquid from drums or otherstorage containers to process containers. Sources of ignitionare prohibited where this chemical is used, handled, orstored. A regulated, marked area should be establishedwhere this chemical is handled, used, or stored in compliance with OSHA Standard 1910.1045.

Shipping

UN2996 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 evaluation

The 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.

Incompatibilities

Strong acids, strong bases, lime

Waste Disposal

Consult 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(510-15-6)Related Product Information

• Ethyl L(-)-lactate
• Methyl (R)-(+)-lactate
• (R)-(-)-Methyl mandelate
• ETHYL BENZILATE
• 4-Chloromandelic acid
• Mandelic acid
• 1 -(4-CHLOROPHENYL)-1 -PHENYLETHANOL
• (S)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL
• (R)-(-)-1-Phenyl-1,2-ethanediol
• 2,2-Diphenylacetic acid
• (S)-4-CHLOROMANDELIC ACID
• 4,4'-DDA
• (S)-(+)-Methyl mandelate
• 4-Chlorobenzhydrol
• CHLOROBENZILATE
• Methyl benzilate
• 4,4'-Dichlorobenzhydrol
• CHLOROPROPYLATE