Effect of aromatic substituants on the rates of hydrolysis of ethyl thiolbenzoate and ethyl thionbenzoate in aqueous sulfuric acid

1978 ◽  
Vol 56 (7) ◽  
pp. 931-934 ◽  
Author(s):  
John T. Edward ◽  
Sin Cheong Wong ◽  
Graeme Welch
Keyword(s):  
Sulfuric Acid ◽  
Aqueous Sulfuric Acid ◽  
Hydrolysis Of

The rates of hydrolysis of seven meta- and para-substituted ethyl thiolbenzoates and seven meta- and para-substituted ethyl thionbenzoates in various concentrations of sulfuric acid above 48% have been determined. The Yates–McClelland r and the Hammett ρ parameters indicate that substituted ethyl thiolbenzoates hydrolyze by an AAc1 mechanism but substituted ethyl thionbenzoates by an AAc2 mechanism.

Thiohydantoins. X. Kinetic Studies of the Acid Hydrolysis of 1-Acyl-2-thiohydantoins

1972 ◽  
Vol 50 (23) ◽  
pp. 3767-3779 ◽  
Author(s):  
Wayne Irvine Congdon ◽  
John Thomas Edward
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Acid Hydrolysis ◽  
Kinetic Studies ◽  
Steric Effects ◽  
Aqueous Sulfuric Acid ◽  
Hydrolysis Of

The rates of hydrolysis of 22 1-acyl-2-thiohydantoins in aqueous sulfuric acid to give 2-thiohydantoin and a carboxylic acid have been determined. In 0–90% sulfuric acid, hydrolysis takes place by an A-2 mechanism, and the rate reaches a maximum in about 70% acid. In acid more concentrated than about 90%, hydrolysis takes place by an A-1 mechanism, and the rate increases monotonically. Evidence for the two mechanisms comes from Yates r and Bunnett-Olsen [Formula: see text] parameters; from entropies of activation; from pσ and pσ+ relations; and from steric effects.

ChemInform Abstract: HYDROLYSIS OF AROMATIC SULFONYL HALIDES IN AQUEOUS SULFURIC ACID

1977 ◽  
Vol 8 (1) ◽  
pp. no-no
Author(s):  
B. G. GNEDIN ◽  
S. N. IVANOV ◽  
A. A. SPRYSKOV
Keyword(s):  
Sulfuric Acid ◽  
Aqueous Sulfuric Acid ◽  
Hydrolysis Of
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