The nature of the steric effect in the general-acid-catalyzed hydrolyses of benzaldehyde acetals

1983 ◽  
Vol 48 (23) ◽  
pp. 4175-4179 ◽  
Author(s):  
James L. Jensen ◽  
Anna B. Martinez ◽  
Cheryl L. Shimazu
Keyword(s):  
Steric Effect ◽  
General Acid ◽  
Acid Catalyzed

ChemInform Abstract: THE NATURE OF THE STERIC EFFECT IN THE GENERAL-ACID-CATALYZED HYDROLYSES OF BENZALDEHYDE ACETALS

1984 ◽  
Vol 15 (18) ◽  
Author(s):  
J. L. JENSEN ◽  
A. B. MARTINEZ ◽  
C. L. SHIMAZU
Keyword(s):  
Steric Effect ◽  
General Acid ◽  
Acid Catalyzed

Deuterium exchange of C-methyl protons in lumazine derivatives

1970 ◽  
Vol 48 (2) ◽  
pp. 263-270 ◽  
Author(s):  
J. M. McAndless ◽  
Ross Stewart
Keyword(s):  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Acid Catalysis ◽  
Deuterium Exchange ◽  
Base Catalysis ◽  
Resonance Spectroscopy ◽  
Methyl Group ◽  
General Base ◽  
General Acid ◽  
Acid Catalyzed

Proton magnetic resonance spectroscopy has been used to examine the deuterium exchange of the methyl protons in two lumazine derivatives. The exchange occurs at the C-7 methyl group in 6,7,8-trimethyllumazine (2) and at the C-6 methyl group in 1,7-dihydro-6,7,8-trimethyllumazine (3). The former reaction is subject to both general acid- and general base-catalysis but the latter only to general acid-catalysis. Plausible mechanisms for the reactions of both compounds are advanced, involving in the case of 3, acid-catalyzed addition of water across the C6—N5 double bond.

scholarly journals REDUCTION OF CARBONYL SUBSTRATES BY 3-CARBOXY-N-BENZYL-1,4-DIHYDROQUINOLINE: BIFUNCTIONALITY IN THE GENERAL-ACID CATALYZED NADH MODEL REDUCTION

1979 ◽  
Vol 8 (3) ◽  
pp. 229-232 ◽  
Author(s):  
Seiji Shinkai ◽  
Tetsuya Nakano ◽  
Hisatake Hamada ◽  
Yumiko Kusano ◽  
Osamu Manabe
Keyword(s):  
Model Reduction ◽  
General Acid ◽  
Acid Catalyzed

The general acid catalyzed displacement of amines from o-hydroxylaminobenzamides in aqueous and nonaqueous solvents

1976 ◽  
Vol 98 (1) ◽  
pp. 159-162 ◽  
Author(s):  
Brian G. Cox ◽  
Alexander E. A. Porter
Keyword(s):  
Nonaqueous Solvents ◽  
General Acid ◽  
Acid Catalyzed

Kinetics of hydrolyses of o-methylbenzylideneaniline and o-hydroxybenzylideneaniline

1968 ◽  
Vol 46 (9) ◽  
pp. 1589-1592 ◽  
Author(s):  
Alfred V. Willi ◽  
José F. Siman
Keyword(s):  
Hydrogen Bond ◽  
Schiff Base ◽  
Rate Constants ◽  
Experimental Error ◽  
Steric Effect ◽  
Hydrolysis Rate ◽  
Aqueous Methanol ◽  
Buffer Solutions ◽  
Acid Catalyzed ◽  
Kinetics Of

Rates of hydrolysis have been measured for o-methylbenzylideneaniline, o-hydroxybenzylideneaniline, and benzylideneaniline in various buffer solutions in 20% (by volume) aqueous methanol at 29.9 °C. Rate constants for the o-CH3 compound and the unsubstituted Schiff base agree within experimental error which indicates that there is no appreciable rate retarding steric effect. The o-OH group decreases the hydrolysis rate at pH = 5.6 – 6.6 by approximately one power of ten. This effect is caused by the hydrogen bond between the OH group and the azomethine N, which renders the Schiff base less accessible to acid-catalyzed hydrolysis.

Ortho Esters, Imidic Esters and Amidines. V. General Acid Catalyzed Hydrolysis of Ethyl Orthoformate1

1954 ◽  
Vol 76 (17) ◽  
pp. 4379-4381 ◽  
Author(s):  
Robert H. DeWolfe ◽  
Royston M. Roberts
Keyword(s):  
General Acid ◽  
Acid Catalyzed ◽  
Ortho Esters ◽  
Hydrolysis Of
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