1,2-Dichlor-3-(chlormethyl)benzol

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory.

Chemical: Benzene, 1,2-dichloro-3-(chloromethyl)-

Chemical: Benzene, dichloro(chloromethyl)-

Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

The manufacturing process is designed so that a local exhaust ventilation system (i.e. suction hosing) controls emissions in the workplace during product drumming, catalyst addition, and emissions which may arise through accidental release.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

TERRESTRIAL FATE: Dichlorobenzyl chloride is expected to hydrolyze in moist soils(SRC) based upon the rapid hydrolysis of the structurally similar benzyl chloride; at pH 7 and 25 °C the hydrolysis half-life is approx 15 hours(1). Volatilization, adsorption, and biodegradation are not expected to be important fate processes in moist soils because of hydrolysis(SRC). Dichlorobenzyl chloride is not expected to volatilize from dry soil surfaces based upon estimated vapor pressure for the six isomers ranging from 0.024 to 0.033 mm Hg(SRC), determined from a fragment constant method(2).

AQUATIC FATE: Dichlorobenzyl chloride is expected to hydrolyze in aquatic environments(SRC) based upon the rapid hydrolysis of the structurally similar benzyl chloride; at pH 7 and 25 °C the hydrolysis half-life is approx 15 hours(1). Volatilization from water surfaces, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be an important fate process in aquatic systems for the parent compound because of rapid rate of hydrolysis(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dichlorobenzyl chloride, which has estimated vapor pressures for the six isomers ranging from 0.024 to 0.033 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dichlorobenzyl chloride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); estimated half-lives for this reaction in air range from 12 to 21 days for the six isomers(3,SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for dichlorobenzyl chloride can be estimated to be about 1,400(SRC). According to a classification scheme(2), this estimated Koc value suggests that dichlorobenzyl chloride is expected to have low mobility in soil(SRC). Hydrolysis of dichlorobenzyl chloride is expected in moist soils(SRC), based upon a reported hydrolysis half-life of 15 hours for the structural analog benzyl chloride(3).

Based upon the rapid hydrolysis of the structurally similar benzyl chloride in aqueous environments(1), volatilization of dichlorobenzyl chloride from water and moist soil surfaces is not expected to be an important fate process(SRC). Dichlorobenzyl chloride is not expected to volatilize from dry soil surfaces based upon estimated vapor pressure for the six isomers ranging from 0.024 to 0.033 mm Hg(SRC), determined from a fragment constant method(2).

A single oral dose of 464 mg/kg produced no mortality in male rats, while 1000 mg/kg produced 40% mortality, and 2150 mg/kg produced 100% mortality.

Severe irritant to rabbit skin following a 24 hour exposure- Conducted according to FHSA's Primary Irritation Assay in Rabbits.

Mild irritant after a 4-hour exposure - Test conducted according to DOT's Primary Irritation Assay in Rabbits.

It is a moderate irritant to rabbit eyes - According to Draize Test

Rate constants, estimated using a structure estimation method(1), for the vapor-phase reaction of the six isomers of dichlorobenzyl chloride with photochemically-produced hydroxyl radicals range from 7.8X10-13 to 1.4X10-12 cu cm/molecule-sec at 25 °C(SRC). These rate constants correspond to atmospheric half-lives ranging from 12 to 21 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Hydrolysis is expected to be an important removal process(SRC), based upon a reported hydrolysis half-life of 15 hours at 25 °C and pH 7 for the structural analog benzyl chloride(2).

Dichlorobenzyl chloride's production and use as an intermediate for organic chemicals, pharmaceuticals, and dyes, and as an insecticide intermediate may result in its release to the environment through various waste streams. If released to air, estimated vapor pressures for the six isomers range from 0.024 to 0.033 mm Hg at 25 °C indicating dichlorobenzyl chloride will exist solely as a vapor in the ambient atmosphere. Vapor-phase dichlorobenzyl chloride will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; estimated half-lives for this reaction in air range from 12 to 21 days for the six isomers. If released to soil, dichlorobenzyl chloride is expected to hydrolyze in moist soils. Adsorption and volatilization from soil are not expected to be important fate processes because of hydrolysis. If released into water, dichlorobenzyl chloride is expected to hydrolyze. Volatilization, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be important fate processes in aquatic systems because of hydrolysis. Occupational exposure to dichlorobenzyl chloride may occur through inhalation and dermal contact with this compound at workplaces where dichlorobenzyl chloride is produced or used. (SRC)

Used as intermediate for pharmaceuticals, dyes, insecticides, and benzyl ammonium quaternary algicides; [HSDB]

Intermediate for organic chemicals, pharmaceuticals, & dyes; intermediate for insecticide

Intermediate in the manufacture of benzyl ammonium quarternary algicides used in swimming pool formulations.

2,4- and 3,4-dichlorobenzyl chloride are manufactured by side-chain chlorination of the appropriate chlorotoluene. 3,4-Dichlorobenzyl chloride containing some 2,3-dichlorobenzyl chloride is produced by the chloromethylation of o-dichlorobenzene in oleum solution.

Benzene, dichloro(chloromethyl)-: INACTIVE

Monsanto and Tenneco reported in 1983 that they no longer manufacture the compound therefore Stauffer may be the sole domestic producer of dichlorobenzyl chloride.

Manufactured in a batch type process involving 2 distinct chlorination and fractionation steps carried out in closed vessels.