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Cas Database

165543-78-2

165543-78-2

Identification

  • Product Name:4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

  • CAS Number: 165543-78-2

  • EINECS:

  • Molecular Weight:343.696

  • Molecular Formula: C13H8BrClS2

  • HS Code:

  • Mol File:165543-78-2.mol

Synonyms:

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Relevant articles and documentsAll total 1 Articles be found

Kinetics and mechanism of the aminolysis of phenyl dithiobenzoates

Oh, Hyuck Keun,Shin, Chul Ho,Lee, Ikchoon

, p. 1169 - 1174 (2007/10/02)

The kinetics and mechanism of the reactions of phenyl dithiobenzoates with anilines in acetonitrile at 55.0 deg C have been studied.The large magnitude of βx(βnuc) and the signs of cross-interaction constants, ρeXY > 0, ρYZ XZ > 0, are all consistent with the carbonyl addition mechanism in which the breakdown of the tetrahedral intermediate, T+/-, is rate limiting.The thiocarbonyl group (C=S) is found to favour amine expulsion in contrast to the carbonyl group (C=O) which favours the S-bonded nucleofuge expulsion from T+/-.The signs of cross-interaction constants, ρXY, ρYZ and/or ρXZ, are shown to provide useful mechanistic criteria for distinguishing, especially, the carbonyl addition mechanism involving the rate-limiting breakdown of the tetrahedral intermediate (T+/- from the concerted SN2 mechanism.

Process route upstream and downstream products

Process route

S-4-bromophenyl 3-chlorobenzothioate

S-4-bromophenyl 3-chlorobenzothioate

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester
165543-78-2

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

Conditions
Conditions Yield
With Lawessons reagent; In toluene; Heating;
4-chloro-aniline
106-47-8

4-chloro-aniline

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester
165543-78-2

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

4,4'-dichlorothiobenzanilide
71114-55-1

4,4'-dichlorothiobenzanilide

Conditions
Conditions Yield
In acetonitrile; at 55 ℃; Rate constant;
4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester
165543-78-2

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

4-chloro-4'-methylthiobenzanilide
95236-95-6

4-chloro-4'-methylthiobenzanilide

Conditions
Conditions Yield
In acetonitrile; at 55 ℃; Rate constant;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester
165543-78-2

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

4-chloro-N-(4-methoxyphenyl)benzothioamide
95236-94-5

4-chloro-N-(4-methoxyphenyl)benzothioamide

Conditions
Conditions Yield
In acetonitrile; at 55 ℃; Rate constant;
aniline
62-53-3

aniline

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester
165543-78-2

4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester

4-chloro-N-phenylthiobenzamide
6244-75-3

4-chloro-N-phenylthiobenzamide

Conditions
Conditions Yield
In acetonitrile; at 55 ℃; Rate constant;

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