Nomenclature
CAS number: 540-59-0
1,2-Dichloroethene; 1,2-dichloroethylene;
sym-dichloroethylene; dioform.
C
2H
2Cl
2; mol wt 96.94.
C 24.78%, H 2.08%, Cl 73.14%.
ClCH=CHCl.
Description and references
Prepn: Bordner, US 2504919 (1950 to du Pont). Prepn
of trans-form: Adler, US 2440997 (1948 to Stockholms Superfosfot Fabriks Aktiebolag). Sepn of cis- and trans-forms by fractional
distillation: Wood, Dickinson, J. Am. Chem.
Soc. 61, 3259 (1939); Johnsen, Fitzpatrick, Rec. Trav. Chim. 70, 823 (1951);
Truce, Barney, J. Org. Chem. 27, 128 (1962). Toxicity studies: D. Gradiski et al., Eur. J. Toxicol. 7, 247 (1974); K. J. Freundt et al., Toxicology 7, 141 (1977). Review: V. L. Stevens in Kirk-Othmer Encyclopedia
of Chemical Technology Vol. 5 (Wiley-Interscience,
New York, 3rd ed., 1979) pp 742-745. Review of toxicology and human
exposure: Toxicological Profile for 1,2-Dichloroethene (PB95-100152, 1996) 198 pp.
Properties
Liquid; ethereal, slightly acrid odor; gradually
decomposed by air, light and moisture, forming HCl. d ≈1.28. bp ≈55°. Highly flammable;
extremely corrosive. Insol in water. Sol in alc, ether
and most other organic solvents. LD50 i.p. in mice: ≈2150 mg/kg (Gradiski).Derivative
cis-Form.
Nomenclature
CAS number: 156-59-2
Properties
mp 81.5°. bp745 59.6°, bp760 60°. nD25 1.4435.Derivative
trans-Form.
Nomenclature
CAS number: 156-60-5
Properties
mp 49.4°. bp745 47.2°. Noticeably subject to air oxidation. LD50 in rats (ml/kg): 1.0 orally; 60 i.p.; in mice (ml/kg): 3.2 i.p. (Freundt).Caution
Potential symptoms of overexposure
are irritation of eyes and respiratory system; CNS depression. See NIOSH Pocket Guide to Chemical
Hazards (DHHS/NIOSH 97-140, 1997) p 98. See also Patty's Industrial Hygiene and Toxicology vol. 2B, G. D. Clayton, F. E. Clayton, Eds. (Wiley-Interscience,
New York, 3rd ed., 1981) pp 3550-3553.Use
Solvent for fats, phenol, camphor, etc. Intermediate
in synthesis of chlorinated solvents and compounds.