Acetylene Dichloride

Title: Acetylene Dichloride
CAS Registry Number: 540-59-0
CAS Name: 1,2-Dichloroethene
Additional Names: 1,2-dichloroethylene; sym-dichloroethylene; dioform
Molecular Formula: C2H2Cl2
Molecular Weight: 96.94
Percent Composition: C 24.78%, H 2.08%, Cl 73.14%
Line Formula: ClCH=CHCl
Literature 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).
Boiling point: bp ~55°
Density: d ~1.28
Toxicity data: LD50 i.p. in mice: ~2150 mg/kg (Gradiski)
Derivative Type: cis-Form
CAS Registry Number: 156-59-2
Properties: mp -81.5°. bp745 59.6°, bp760 60°. nD25 1.4435.
Melting point: mp -81.5°
Boiling point: bp745 59.6°; bp760 60°
Index of refraction: nD25 1.4435
Derivative Type: trans-Form
CAS Registry 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).
Melting point: mp -49.4°
Boiling point: bp745 47.2°
Toxicity data: 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.
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