Neighboring Group Effects on Ester Hydrolysis. I. Neighboring Hydroxyl Groups

1964 ◽  
Vol 86 (11) ◽  
pp. 2291-2292 ◽  
Author(s):  
Yechiel. Shalitin ◽  
Sidney A. Bernhard
Keyword(s):  
Ester Hydrolysis ◽  
Hydroxyl Groups ◽  
Neighboring Group ◽  
Group Effects

Neighboring-group effects in the reactivities of hydroxyl groups in d-glucopyranosides

1972 ◽  
Vol 21 (3) ◽  
pp. 357-367 ◽  
Author(s):  
E.J. Roberts ◽  
C.P. Wade ◽  
S.P. Rowland
Keyword(s):  
Hydroxyl Groups ◽  
Neighboring Group ◽  
Group Effects

ChemInform Abstract: NEIGHBORING GROUP EFFECTS IN EPOXIDE RING OPENING, CIS-EPOXY-ALCOHOLS

1976 ◽  
Vol 7 (42) ◽  
pp. no-no
Author(s):  
ERWIN GLOTTER ◽  
PNINA KRINSKY ◽  
MIRIAM REJTOE ◽  
MARTIN WEISSENBERG
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Neighboring Group ◽  
Epoxide Ring Opening ◽  
Epoxy Alcohols ◽  
Group Effects

Nachbargruppeneffekte bei der Aminolyse von Estern, II Die Aminolyse von 2-(2-Hydroxybenzyl)phenylacetaten / Neighboring Group Effects in the Aminolysis of Esters, II The Aminolysis of 2-(2-Hydroxybenzyl)phenylacetates

1978 ◽  
Vol 33 (4) ◽  
pp. 439-449 ◽  
Author(s):  
Volker Böhmer ◽  
Klaus Wörsdörfer
Keyword(s):  
Second Order ◽  
Phenyl Acetate ◽  
Third Order ◽  
Neighboring Group ◽  
Rate Law ◽  
Order Rate ◽  
Methyl Phenyl ◽  
Group Effects

Abstract The aminolysis of 2-(2-hydroxybenzyl)phenyl acetates with n-butylamine in dioxane is much faster than for the corresponding 2-(2-methoxybenzyl)phenyl acetates or 2-methyl-phenyl acetates. The kinetic results can be explained by two equivalent mechanisms. Both of them include the formation of a 1:1-complex between 2-(2-hydroxybenzyl)phenyl acetate and n-butylamine which is formed in an equilibrium. The reaction of this complex according to a second order rate law seems to be more probable than the reaction of the free ester according to a third order rate law.

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