Bis 2-chloro-l-methylethyl ether

Bis(2-chloro-l-methylethyl)ether has been produced as a solvent and soil fumigant and is also formed in large quantities as a by-product in some propylene oxide/propylene glycol production processes. Low levels have been found in water. Thus, both occupational and environmental exposures may occur (lARC, 1986). 

Bis(2-chloro-1 -methylethyl)ether, containing 2-chloro-1 -mcthylethyh 2-chloro- -propyl)ether and bis(2-chloro- -propyl)ether, was tested for carcinogenicity orally by gavage in one experiment in mice and in one experiment in rats. In mice, increased incidences of lung adenomas in males and females and of hepatocellular carcinomas in males were observed. In rats, no increase in tumour incidence was observed (lARC, 1986). 

Other Data Relevant to an Evaluation of Carcinogenicity and its Mechanisms 

In rats receiving a single oral dose of bis(2-chloro-l-methylethyl)ether of 0.0002-300 mg/kg bw, peak blood levels of radioactivity were reached at about 2-4 h. Following administration of a dose of 30 mg/kg bw, elimination was biphasic in rhesus monkeys, with half-lives of 5 h and two days, and monophasic in rats, with a half-life of two days. In rats, total recovery of radioactivity was 75% of an oral dose of the l- C-labelled compound and 90% after an intraperitoneal dose with the 2-i -labelled compound approximately 20% of the oral dose was exhaled as CO2 in 48 h. Also in rats, urinary excretion of radioactivity accounted for 48% of a 90 mg/kg bw oral dose of the 1- relabelled compound within 48 h and for 60% of a 30 mg/kg bw intraperitoneal dose of the 2- rC-labelled compound within 24 h. Urinary metabolites identified after administration of an oral dose of 90 mg/kg bw of the I - ( -kibcllcd compound to rats were 2-(2-chloro-1-methylethoxy)propanoic acid (17% of the dose) and N-acetyl-5 -(2-hydroxypropyl)-cysteine (approximately 9% of the dose) following an intraperitoneal dose of the 2- 4C-labelled compound, metabolites identified were l-chloropropan-2-ol, propylene oxide and 2-(2-chloro-l-methylethoxy)propanoic acid (lARC, 1986). 

Bis(2-chloro-l-methylethyl)ether is weakly mutagenic in Salmonella typhimurium TA1535 in the presence of an exogenous metabolic system. It induced mutations at the tk locus in mouse lymphoma cells. It did not induce sex-linked recessive lethal mutations in Drosophila melanogaster (as reported in an abstract Mirsalis et al., 1985). 

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Bis(chloromethyl) ether, see sjm-Dichloromethyl ether Bis(2-chloro-l-methylethyl) ether, see Bis(2-chloroiso-propyl) ether... 

Bis(2-chloro-l-methylethyl)ether is not classifiable as to its carcinogenicity to humans (Group 3). 

SYNS BIS(P-CHLOROISOPROPYL)ETHER BIS(2-CHLORO-l-METHYLETHYL) ETHER BIS(l-CHLORO-2-PROPYL) ETHER (2-CHLORO-l-METHYLETHYL) ETHER DCIP DCIP (nematocide) DICHLORODI-ISOPROPYL ETHER P,P -DICHL0R0DIIS0PR0PYL ETHER DICHLOROISOPROPYL ETHER 2,2 -DICHLOROISOPROPYL ETHER DICHLOROISOPROPYL ETHER (DO T) NCI-C50044 ... 

I,2-BIS(CHLOROMETHYL)BENZENE see DGP400 BIS(CHLOROMETHYL) ETHER see BIKOOO BIS(2-CHLORO-l-METHYLETHYL) ETHER see BII250 BIS(CHLOROMETHYL)KETONE see BIK250... 

Synonym bis(2-chloro-l-methylethyl)ether, dichlorodiisopropyl ether, dichloroisopropyl ether, 2,2-dichloroisopropyl ether, 2,2-oxybis(l-chloropropane)... 

BIS(2-CHLORO-l-METHYLETHYL ETHER) (108-60-1) Combustible liquid (flash point 170°F/77°C). Tends to form unstable peroxides on standing elevated temperatures can cause explosive polymerization. A strong reducing agent. Reacts violently with oxidizers, permanganates, peroxides, ammonium persulfate, bromine dioxide, strong acids sulfuric acid and nitric acid, acyl halides. Incompatible with aluminum, copper, epoxy coatings. 

Synonyms AI3-18183 BCIE BCMEE Bis(p-chloroisopropyl) ether Bis(2-chloro-l-methyleth-yl) ether Bis(2-chloro-3-methylethyl) ether Bis(l-chloro-2-propyl) ether BRN 1735833 CCRIS 91 l-Chloro-2-(p-chloroisopropoxy)propane 2-Chloroisopropyl ether p Chloroisopropylether (2-Chloro-l-methylethyl) ether DCIP Dichlorodiisopropyl ether Dichloroisopropyl ether 2,2 -Dichloroisopropyl ether EINECS 203-598-3 Isopropylchlorex NCI-C50044 Nemamol Nemamort NSC 2849 2,2 -Oxybis(l-chloropropane) Pichloram RCRA waste number U027 UN 2490. 

Chloro-3-hydrox34oluene, see p-Chloro-ro-cresol 2-Chloroisopropyl ether, see Bis(2-chloroisopropyl) ether p-Chloroisopropyl ether, see Bis(2-chloroisopropyl) ether Chloromethane, see Methyl chloride (Chloromethyl)benzene, see Benzyl chloride Chloromethyl bromide, see Bromochloromethane Chloromethyl ether, see sym-Dichloromethyl ether (Chloromethyl)ethylene oxide, see Epichlorohydrin (2-Chloro-l-methylethyl) ether, see Bis(2-chloroisoprop-yl)... 

Note Technical grade bis(2-chloroisopropyl) ether contains the isomer 2-chloro-l-methylethyl(2-chloropropyl) ether (< 30 wt %). 

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