Elimination (E2) of alkyl halides to give alkenes

by James

Description: Addition of strong base to an alkyl halide results in elimination to form a new C–C π bond.
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{ 3 comments… read them below or add one }

Eevie November 6, 2012 at 9:17 am

Very helpful thank you!

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proud indian February 13, 2014 at 6:40 am

the reaction is 100 percent anti and the halide ion and the hudrogen atom that is polarised by the strong base shouid be diametrically opposite and the molecules periplaner . it seems to be a reaction of two steps bt is single step reaction

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James Briscoe July 27, 2014 at 1:50 am

Question: if isobutyl bromide is treated with -OH and H2O would this result in an E2 and SN2 reaction? I’m assuming that even though H2O is a polar protic solvent and -OH is a strong nucleophile the H2O would not affect -OH since it is -OH’s conj. acid. I’m thinking in this case with no heat added you would observe a competition between the -OH anion either deprotonating the single H from the beta carbon acting as a Lewis Base or a substitution resulting in an attack at the alpha carbon and replacement of Br with -OH? I guess seeing both -OH and H2O threw me off.

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