Competing Fragmentation, Substitution and Elimination in the Solvolysis of Alkylated 3??Chloropropanols and their Ethers. Fragmentation reactions no. 28
W Fischer, CA Grob
Index: Fischer,W.; Grob,C.A. Helvetica Chimica Acta, 1978 , vol. 61, p. 2336 - 2350
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Citation Number: 10
Abstract
Abstract The unstrained 3-chloroalcohols 1a, 2a and 3a do not undergo solvolytic fragmentation in neutral and weakly acidic 80% ethanol, only substitution and elimination products being formed by the limiting SN 1-E1 mechanisms. This also applies to the corresponding ethers 1b and 3b. Addition of sodium hydroxide causes the observed rate constants for the 3-chloroalcohols to rise steeply by factors of at least 10 3 to 10 5. These ...
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