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document Dehydrohalogenation of Alkenes
The dehydration of alkyl halides is considered a 1,2- or β-elimination and follows the general reaction scheme:   When heated with strong bases, alkyl halides typically undergo 1,2-elimination reactions to generate alkenes. Typical bases are NaOH or KOH or NaOR or KOR (alkoxide)...
22 Jul, 2011 Comments: 0
document Student Question: Rearrangement in E1 and E2 - When does rearrangement occur in alcohol dehydration? When does it occur in alkyl halide dehydrohalogenation? For example, can rearrangement change a primary carbocation to a tertiary carbocation? Would that allow the reaction to have an E1 mechanism instead of an E2?
When does rearrangement occur in alcohol dehydration? Because alcohol dehydration is an elimination reaction, rearrangement occurs when a carbocation intermediate or partial carbocation (as in the transition state of an E2 type dehydration) occurs during elimination.  If this carbocation...
29 May, 2012 Comments: 0

Department of Chemistry & Chemical Biology