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Sigma-Aldrich

Bis(4-chlorophenyl) disulfide

97%

Synonym(s):

4,4′-Dichlorodiphenyl disulfide

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About This Item

Linear Formula:
[ClC6H4S]2
CAS Number:
Molecular Weight:
287.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

71-74 °C (lit.)

SMILES string

Clc1ccc(SSc2ccc(Cl)cc2)cc1

InChI

1S/C12H8Cl2S2/c13-9-1-5-11(6-2-9)15-16-12-7-3-10(14)4-8-12/h1-8H

InChI key

ZIXXRXGPBFMPFD-UHFFFAOYSA-N

General description

Bis(4-chlorophenyl) disulphide can be synthesized from 4-chlorophenylthiol via oxidation. It produces poly(p-phenylene sulfide), via thermolysis. Bis(4-chlorophenyl) disulfide can also be prepared by a microwave assisted method involving the reaction between respective elemental sulfur and 1-chloro-4-iodobenzene in the presence of CuO nanopowder (catalyst).

Application

Bis(4-chlorophenyl) disulfide may be used to synthesize non-symmetrical heterodimer 4-chlorophenyl-2′-nitrophenyl disulfide.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Microwave-assisted one-pot synthesis of symmetrical diselenides, ditellurides and disulfides from organoyl iodides and elemental chalcogen catalyzed by CuO nanoparticles.
Botteselle GV, et al.
J. Mol. Catal. A: Chem., 365, 186-193 (2012)
Synthesis of poly (p-phenylene sulfide) by thermolysis of bis (4-halophenyl) disulfides.
Wang ZY and Hay AS.
Macromolecules, 24(1), 333-335 (1991)
A mild and environmentally benign oxidation of thiols to disulfides.
Kirihara M, et al.
Synthesis, 2007(21), 3286-3289 (2007)
Tomislav Friščić
Chemical Society reviews, 41(9), 3493-3510 (2012-03-01)
Mechanochemical reactions effected by milling or grinding are an attractive means to conduct chemical reactions dependent on molecular recognition and to systematically explore different modes of molecular self-assembly. The natural relationship between milling mechanochemistry and supramolecular chemistry arises primarily from
Szymon Sobczak et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(35), 8769-8773 (2018-04-21)
This work describes, for the first time, the application of combined pressure and temperature stimuli in disulfide metathesis reactions. In the system studied, above a pressure of 0.2 GPa, equimolar amounts of symmetric disulfides bis 4-chlorophenyl disulfide [(4-ClPhS)2 ] and bis

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