1809-10-5

Clear pale yellow liquid

3-Bromopentane is a glass forming liquid used in the preparation of 2-(1-ethyl-propoxy)-isoindole-1,3-dione. Further, it is employed in organic synthesis.

Isomerically pure 3-bromopentane could be prepared from tri-1-ethylpropyl phosphite and hydrogen bromide and solvolysed in 60% aqueous ethanol. The detection of about 1% rearrangement products in both acid and weakly alkaline conditions supports the view that carbonium ion intermediates are formed in the reaction of at least a proportion of the molecules[1].

[1] H. R. Hudson, D. Ragoonanan. “Rearrangement in the solvolysis of 3-bromopentane in 60% aqueous ethanol.” Journal of The Chemical Society B: Physical Organic 10 1 (1970): 1755–1758.