Base-induced elimination reactions. VII. Hydroxide-promoted elimination reactions: alkyl halides as substrates
1977
Abstract
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)]
Details
Title
Base-induced elimination reactions. VII. Hydroxide-promoted elimination reactions: alkyl halides as substrates
Author(s)
Schlosser, Manfred ; Tarchini, Claudio
Published in
Helvetica Chimica Acta
Volume
60
Issue
8
Pages
3060-3068
Date
1977
ISSN
0018-019X
Keywords
Note
CAN 88:89011
23-3
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
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)
23-3
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
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)
Laboratories
LSCO
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
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Work produced at EPFL
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Published
Peer-reviewed publications
Work produced at EPFL
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Published
Record creation date
2006-03-03