Nachbarǵruppeneffekte bei der Hydrolyse von Acetonyl-Estern
✍ Scribed by Elsbeth Schätzle; Hans Urheim; Max Thürkauf; Max Rottenberg
- Publisher
- John Wiley and Sons
- Year
- 1963
- Tongue
- German
- Weight
- 445 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Kinetic studies revealed that esters of hydroxyacetone undergo alkaline hydrolysis with participation of neighbouring groups, its rate being higher by a factor of at least 20 than could have been anticipated on the basis of inductive effects alone. The mechanism is discussed in terms of either nucleophilic or electrophilic intra‐molecular catalysis.
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The substituent effect on the fragmentation of substituted N,N-diphenyl acetamides which proceed via an aryl transfer from the amide nitrogen to the carbonyl oxygen was investigated. With monosubstituted compounds (I) both the migration of the unsubstituted and the substituted aryl ring, with subseq
## Abstract Comparative rate studies are presented on the choline‐esterasecatalyzed hydrolysis of selected synthetic substrates. Taken in conjunction with previous work on non‐enzymatic hydrolysis, the present results provide new evidence that factors other than molecular shape are essential in det