9713. Trimethylene Bromide

Nomenclature

CAS number: 109-64-8
1,3-Dibromopropane; α,γ-dibromopropane; ω,ω′-dibromopropane; trimethylene dibromide.
C3H6Br2; mol wt 201.89.
C 17.85%, H 3.00%, Br 79.16%.

Description and references

Prepd by the action of hydrobromic acid on trimethylene glycol in the presence of sulfuric acid: Kamm, Marvel, Org. Synth. coll. vol. I, p 30 (1941); cf. Derick, Hess, J. Am. Chem. Soc. 40, 545 (1918); Norris, Mulliken, ibid. 42, 2096 (1920): Kamm, Newcomb, ibid. 43, 2229 (1921). From trimethylene glycol and PBr3: Bogert, Slocum, ibid. 46, 765 (1924).

Chemical structure

Properties

Colorless liquid; d425 1.9712; bp760 167° (mp 36°); nD15 1.5249. Slightly sol in water (1.68 g/l at 30°); sol in alc, ether. Upon prolonged heating trimethylene bromide dec and part of it is converted to propylene bromide (1,2-dibromopropane). Boiling with water yields trimethylene glycol.