Skip to Content
Merck
All Photos(1)

Key Documents

557161

Sigma-Aldrich

Bis(4-chlorophenyl) disulfide

97%

Synonym(s):

4,4′-Dichlorodiphenyl disulfide

Sign Into View Organizational & Contract Pricing


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

Quality Level

Assay

97%

form

solid

mp

71-74 °C (lit.)

functional group

chloro
disulfide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service