3248. 1,2-Dimethylhydrazine

Nomenclature

CAS number: 540-73-8
N,N′-Dimethylhydrazine; sym-dimethylhydrazine; SDMH.
C2H8N2; mol wt 60.10.
C 39.97%, H 13.42%, N 46.61%.
CH3NHNHCH3.

Description and references

Prepn from dibenzoylhydrazine: Folpmers, Rec. Trav. Chim. 34, 34 (1915); Hatt, Org. Synth. coll. vol. II, 208 (1943). Electrosynthesis from nitromethane: Iversen, Ber. 104, 2195 (1971). Toxicity study: Witkin, Arch. Ind. Health 13, 34, (1956). Review of carcinogenic risk: IARC Monographs 4, 145-150 (1974); and of toxicology and human exposure: Toxicological Profile for Hydrazines (PB98-101025, 1997) 224 pp.

Properties

Flammable, hygroscopic, mobile liquid. Fumes in air and gradually turns yellow. Corrosive. Characteristic ammoniacal odor of aliphatic hydrazines. d420 0.8274. bp753 81°. nD20 1.4209. Miscible with water with much evolution of heat. Also miscible with alcohol, ether, dimethylformamide, hydrocarbons. LD50 in mice, rats (mg/kg): 36, 160 orally; 29, 175 i.v. (Witkin).

Derivative

Dihydrochloride.
C2H8N2.2HCl; mol wt 133.02.
C 18.06%, H 7.58%, N 21.06%, Cl 53.30%.

Properties

Extremely hygroscopic prisms, dec 168°. Freely sol in water, ethanol.

Caution

For toxic symptoms see 1,1-Dimethylhydrazine.