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ChemicalBook CAS DataBase List 3-Bromopentane

3-Bromopentane synthesis

11synthesis methods
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].
-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: SOCl2, HBr (gas) / 1 h / 25 °C
2: Et3N / 3 h / 80 °C

References:

Mas;Metivier [Synthetic Communications,1992,vol. 22,# 15,p. 2187 - 2191]

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