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Basic Information
CAS No.: 931-59-9
Name: Phenylsulfenylchloride
Article Data: 161
Molecular Structure:
Molecular Structure of 931-59-9 (Phenylsulfenylchloride)
Formula: C6H5ClS
Molecular Weight: 144.625
Synonyms: Phenylchloro sulfide;Phenylthio chloride;Phenylsulfenylchloride;
EINECS: 632-987-4
Density: 1.25 g/cm3
Melting Point: 44 °C
Boiling Point: 261.7 °C at 760 mmHg
Flash Point: 110.3 °C
Appearance: wine hygroscopic oily liquid
PSA: 25.30000
LogP: 2.93250
Synthetic route
882-33-7

diphenyldisulfane

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With chlorine In dichloromethane at 0℃; for 0.333333h;100%
With (Dichloroiodo)benzene In dichloromethane at 20℃; for 0.333333h;95%
With chlorine In tetrachloromethane at -78℃;93%
108-98-5

thiophenol

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With tetrachloromethane at 0℃;96%
With thionyl chloride In dichloromethane at 0℃; for 1h;95%
With N-chloro-succinimide In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;95%
4837-33-6

o-nitrobenzenesulfenanilide

874-60-2

4-methyl-benzoyl chloride

A

6833-18-7

4-methyl-N-phenylbenzamide

B

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With Allyl ether; triphenylphosphine In 1,4-dioxane at 18 - 20℃; for 5h;A 95.5%
B n/a
Conditions
ConditionsYield
at 0℃;A n/a
B 95%
14933-91-6

N-phenyl-benzenesulphenamide

98-88-4

benzoyl chloride

A

93-98-1

N-phenyl benzoyl amide

B

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With Allyl ether; triethylphosphine In 1,4-dioxane at 18 - 20℃; for 5h;A 93%
B n/a
934-87-2

S-phenyl thioacetate

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride In tetrachloromethane for 0.5h; Ambient temperature;81%
76794-16-6

3-chloro-2-phenyl-1H-indole

882-33-7

diphenyldisulfane

A

106345-32-8

2‐phenyl‐3‐(phenylthio)‐1H‐indole

B

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
In benzene for 4h; Ambient temperature; Irradiation;A 79%
B n/a

1-phenoxy-1-phenylthioethane

A

10477-40-4

1-chloroethyl phenyl ether

B

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane for 0.166667h;A 70%
B n/a
128-09-6

N-chloro-succinimide

882-33-7

diphenyldisulfane

A

14204-24-1

N-(phenylthio)succinimide

B

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane at 20℃; for 2h; Reagent/catalyst; Solvent;A 38%
B n/a
128-09-6

N-chloro-succinimide

108-98-5

thiophenol

931-59-9

benzenesulfenyl chloride

Conditions
ConditionsYield
With benzene
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Specification

The Benzenesulfenylchloride, with the CAS registry number of 931-59-9, is also known as Phenylthio chloride. This chemical's molecular formula is C6H5ClS and molecular weight is 144.6219. What's more, its systematic name is Benzenesulfenyl chloride. In addition, it is unsteady when in contact with H2O. Besides, it can be used as phenylthio reagent, and it's the intermediate to get anti-scorching agent PTP.

Physical properties about Benzenesulfenylchloride are: (1)ACD/LogP: 3.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.63; (4)ACD/LogD (pH 7.4): 3.63; (5)ACD/BCF (pH 5.5): 335.32; (6)ACD/BCF (pH 7.4): 335.32; (7)ACD/KOC (pH 5.5): 2235.27; (8)ACD/KOC (pH 7.4): 2235.27; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 25.3 Å2; (13)Index of Refraction: 1.602; (14)Molar Refractivity: 39.59 cm3; (15)Molar Volume: 115.3 cm3; (16)Polarizability: 15.69×10-24 cm3; (17)Surface Tension: 42.7 dyne/cm; (18)Density: 1.25 g/cm3; (19)Flash Point: 110.3 °C; (20)Enthalpy of Vaporization: 47.93 kJ/mol; (21)Boiling Point: 261.7 °C at 760 mmHg; (22)Vapour Pressure: 0.0185 mmHg at 25 °C.

Preparation of Benzenesulfenylchloride: this chemical can be produced by Thiophenols' chlorination. First add N-Heptane (or Cyclohexanol) to three mouth bottle, cool it to - 5-0 °C. Then drop Thiophenols slowly when mixing the N-Heptane. Simultaneously, add dry Chlorine into the reaction solution until it turns reddish brown to get Benzenesulfenylchloride.

You can still convert the following datas into molecular structure:
(1) SMILES: ClSc1ccccc1
(2) InChI: InChI=1/C6H5ClS/c7-8-6-4-2-1-3-5-6/h1-5H
(3) InChIKey: JWUKZUIGOJBEPC-UHFFFAOYAS