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  • Dehydrohalogenation

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    When heated with strong bases, alkyl halides typically undergo a 1,2-elimination reactions to generate alkenes. Typical bases are NaOH or KOH or NaOR or KOR (alkoxide) especially NaOEt or KOtBu in the alcohol as solvent. Regioselectivity due to the preferred antiperiplanar (180o) arrangment of -H and -X in the transition state.

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    When heated with strong bases, alkyl halides typically undergo a 1,2-elimination reactions to generate alkenes. Typical bases are NaOH or KOH or NaOR or KOR (alkoxide) especially NaOEt or KOtBu in the alcohol as solvent. Regioselectivity due to the preferred antiperiplanar (180o) arrangment of -H and -X in the transition state.

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    Download as PDF, TXT or read online from Scribd
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    15 views1 page

    Dehydrohalogenation

    Uploaded by

    limbonete
    When heated with strong bases, alkyl halides typically undergo a 1,2-elimination reactions to generate alkenes. Typical bases are NaOH or KOH or NaOR or KOR (alkoxide) especially NaOEt or KOtBu in the alcohol as solvent. Regioselectivity due to the preferred antiperiplanar (180o) arrangment of -H and -X in the transition state.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PDF, TXT or read online from Scribd
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    18/04/2011

    Generated by Foxit PDF Creator Foxit Software Chapter 5: Dehydrohalogenation

    http://www.foxitsoftware.com For evaluation only.

    Chapter 5: Structure and Preparation of Alkenes. Elimination Reactions

    Dehydrohalogenation of Alkyl Halides

    Reaction type: 1,2- or b -Elimination

    Summary:
    When heated with strong bases, alkyl halides typically undergo a 1,2-elimination reactions to generate alkenes. Typical bases are NaOH or KOH or NaOR or KOR (alkoxide) especially NaOEt or KOtBu in the alcohol as solvent. Alkyl halide relative reactivity order : I > Br > Cl > F (nb. elimination of F is rarely used). Product distribution: Regioselectivity is usually controlled by the relative stability of the product alkenes (Zaitsev's rule). Stereoselectivity due to the preferred antiperiplanar (180o) arrangment of -H and -X in the transition state.

    www.chem.ucalgary.ca//ch5-3.html

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