Infoscience

Journal article

Base-induced elimination reactions. VII. Hydroxide-promoted elimination reactions: alkyl halides as substrates

HCl and HBr were easily abstracted from secondary and tertiary alkyl halides by KOH in tetraglyme, but primary alkyl halides yielded approx. equal amts. of elimination and substitution products (alkenes and alcs. and/or ethers). However, the addn. of catalytic amts. of Me3N favored dehydrohalogenation via quaternary ammonium salt intermediates. [on SciFinder (R)]

    Keywords: Alkyl bromides Role: RCT (Reactant) ; RACT (Reactant or reagent) (dehydrobromination of ; by potassium hydroxide); Alkyl chlorides Role: RCT (Reactant) ; RACT (Reactant or reagent) (dehydrochlorination of ; by potassium hydroxide); Solvent effect (in dehydr ; alkyl halide dehydrohalogenation catalyst

    Note:

    CAN 88:89011

    23-3

    Aliphatic Compounds

    Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.

    Journal

    0018-019X

    written in English.

    75-50-3; 75-57-0; 506-59-2; 593-81-7; 5882-44-0; 15925-18-5; 16645-06-0 Role: CAT (Catalyst use), USES (Uses) (catalysts, for dehydrohalogenation of alkyl halides); 111-85-3; 628-61-5; 931-78-2 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrochlorination of, by potassium hydroxide and alkoxides); 111-83-1; 557-35-7 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrochlorination of, with potassium hydroxide and alkoxides); 2083-68-3P; 32359-06-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and decompn. of); 5706-90-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and stereoselective dehydrochlorination of); 5706-91-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 865-33-8; 865-47-4; 917-58-8; 1310-58-3 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with alkyl halides); 143-24-8 Role: RCT (Reactant), RACT (Reactant or reagent) (solvent, for dehydrohalogenation of alkyl halides by potassium hydroxide)

    Reference

    • LSCO-ARTICLE-1977-001

    Record created on 2006-03-03, modified on 2016-08-08

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