Kinetics and mechanism of aminolysis of carbamates

…, A Harhash, MM Sidky, HM Hassaneen…

Index: Shawali, Ahmad S.; Harhash, Abdelhamid; Sidky, Mohmoud M.; Hassaneen, Hamdi M.; Elkaabi, Sherifa S. Journal of Organic Chemistry, 1986 , vol. 51, # 18 p. 3498 - 3501

Full Text: HTML

Citation Number: 21

Abstract

The kinetics of the n-butylaminolysis of three series of mono-and disubstituted phenyl N- phenylcarbamates 1-3 have been studied spectrophotometrically under pseudo-first-order conditions in dioxane. The relation koM= k2 [n-BuNH2]+ k3 [n-BuNH2I2 was found applicable for all esters. The rate constants k2 and k3 were correlated by the Hammett equation, and the corresponding activation parameters were determined. The reaction ...

 Related Synthetic Route
(3-chlorophenyl) N-phenylcarbamate Structure

16400-09-2

(3-chlorophenyl...

n-butylamine Structure

109-73-9

n-butylamine

~%

3-Chlorophenol Structure

108-43-0

3-Chlorophenol

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

Carbamic acid, phenyl-,4-chlorophenyl ester (9CI) Structure

16323-15-2

Carbamic acid, ...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

4-Chlorophenol Structure

106-48-9

4-Chlorophenol

Phenyl phenylcarbamate Structure

4930-03-4

Phenyl phenylca...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

Phenol Structure

108-95-2

Phenol

phenyl N-(3-nitrophenyl)carbamate Structure

35289-89-5

phenyl N-(3-nit...

n-butylamine Structure

109-73-9

n-butylamine

~%

3-Nitrophenol Structure

554-84-7

3-Nitrophenol

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

Carbamic acid, phenyl-, 4-nitrophenyl ester Structure

6320-72-5

Carbamic acid, ...

n-butylamine Structure

109-73-9

n-butylamine

~%

4-Nitrophenol Structure

100-02-7

4-Nitrophenol

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

(4-methylphenyl) N-phenylcarbamate Structure

16323-13-0

(4-methylphenyl...

n-butylamine Structure

109-73-9

n-butylamine

~%

p-Cresol Structure

106-44-5

p-Cresol

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

(4-methoxyphenyl) N-phenylcarbamate Structure

19219-48-8

(4-methoxypheny...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

Mequinol Structure

150-76-5

Mequinol

PHENYL N-(4-CHLOROPHENYL)CARBAMATE Structure

50882-28-5

PHENYL N-(4-CHL...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide,N-butyl-4-chloro- Structure

1455-99-8

Benzamide,N-but...

Phenol Structure

108-95-2

Phenol

N/A Structure

92290-74-9

N/A

n-butylamine Structure

109-73-9

n-butylamine

~%

p-Cresol Structure

106-44-5

p-Cresol

Benzamide,N-butyl-4-chloro- Structure

1455-99-8

Benzamide,N-but...

N/A Structure

99514-47-3

N/A

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide,N-butyl-4-chloro- Structure

1455-99-8

Benzamide,N-but...

4-Chlorophenol Structure

106-48-9

4-Chlorophenol

3-chlorophenyl N-(4-chlorophenyl)carbamate Structure

102736-22-1

3-chlorophenyl ...

n-butylamine Structure

109-73-9

n-butylamine

~%

3-Chlorophenol Structure

108-43-0

3-Chlorophenol

Benzamide,N-butyl-4-chloro- Structure

1455-99-8

Benzamide,N-but...

(3-methylphenyl) N-phenylcarbamate Structure

33274-94-1

(3-methylphenyl...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

m-Cresol Structure

108-39-4

m-Cresol

phenyl-carbamic acid-(4-bromo-phenyl ester) Structure

16323-16-3

phenyl-carbamic...

n-butylamine Structure

109-73-9

n-butylamine

~%

4-Bromophenol Structure

106-41-2

4-Bromophenol

Benzamide, N-butyl- Structure

2782-40-3

Benzamide, N-butyl-

Phenyl phenylcarbamate Structure

4930-03-4

Phenyl phenylca...

n-butylamine Structure

109-73-9

n-butylamine

~82%

Urea,N-butyl-N'-phenyl- Structure

3083-88-3

Urea,N-butyl-N'...

Phenol Structure

108-95-2

Phenol

phenyl N-(4-nitrophenyl)carbamate Structure

6465-01-6

phenyl N-(4-nit...

n-butylamine Structure

109-73-9

n-butylamine

~%

N-butyl-4-nitro-benzamide Structure

51207-98-8

N-butyl-4-nitro...

Phenol Structure

108-95-2

Phenol

O-(4-nitrophenyl)-N-(4-tolyl)carbamate Structure

3848-42-8

O-(4-nitropheny...

n-butylamine Structure

109-73-9

n-butylamine

~%

4-Nitrophenol Structure

100-02-7

4-Nitrophenol

Benzamide,N-butyl-4-methyl- Structure

5456-97-3

Benzamide,N-but...

4-chlorophenyl p-tolylcarbamate Structure

102736-20-9

4-chlorophenyl ...

n-butylamine Structure

109-73-9

n-butylamine

~%

Benzamide,N-butyl-4-methyl- Structure

5456-97-3

Benzamide,N-but...

4-Chlorophenol Structure

106-48-9

4-Chlorophenol

3-nitrophenyl p-tolylcarbamate Structure

102736-23-2

3-nitrophenyl p...

n-butylamine Structure

109-73-9

n-butylamine

~%

3-Nitrophenol Structure

554-84-7

3-Nitrophenol

Benzamide,N-butyl-4-methyl- Structure

5456-97-3

Benzamide,N-but...


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