159719

Sigma-Aldrich

Phenylmethanesulfonyl chloride

98%

Synonym(s):
α-Toluenesulfonyl chloride
Linear Formula:
C6H5CH2SO2Cl
CAS Number:
Molecular Weight:
190.65
Beilstein/REAXYS Number:
972806
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

assay

98%

mp

92-94 °C (lit.)

SMILES string

ClS(=O)(=O)Cc1ccccc1

InChI

1S/C7H7ClO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2

InChI key

OAHKWDDSKCRNFE-UHFFFAOYSA-N

General description

Phenylmethanesulfonyl chloride is an aliphatic sulfonyl chloride. It reacts with triethylamine in methylene chloride or ether to yield trans-stilbene and cis diphenylethylene sulfone. Its reaction with 1,1-bis(diethylamino)ethane has been studied. Addition of phenylmethanesulfonyl chloride to 1,3-diphenyl-2-pyrrolidinopropene in the presence of water was studied.

Packaging

5, 25 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

C

Risk Statement

34

Safety Statement

26-36/37/39-45

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Addition of Aliphatic Sulfonyl Chlorides to Enamines. Formation of Acyclic Products.
Looker JJ.
The Journal of Organic Chemistry, 31(9), 2973-2976 (1966)
The reaction of 1,1-bs(diethylamino)ethene with phenylmethanesulfonyl chloride.
W E Truce et al.
The Journal of organic chemistry, 30(1), 71-74 (1965-01-01)
Preeti Verma et al.
The FEBS journal, 284(24), 4233-4261 (2017-10-25)
The 5-aminoimidazole-4-carboxamide ribonucleotide (AICAR) transformylase/inosine monophosphate (IMP) cyclohydrolase (ATIC) catalyzes final two steps of purine nucleotide de novo biosynthetic pathway. This study reports the characterization of ATIC from Staphylococcus lugdunensis (SlugATIC). Apart from kinetic analysis and a detailed biophysical characterization...
THE REACTION OF PHENYLMETHANESULFONYL CHLORIDE WITH TERTIARY AMINES: FORMATION OF GEOMETRICAL ISOMERS ABOUT A CARBON-SULFUR DOUBLE BOND.
King JF and Durst T.
Canadian Journal of Chemistry, 44(7), 819-828 (1966)
R Voegeli et al.
International journal of cosmetic science, 39(2), 109-120 (2016-07-20)
The aim of this study was to optimize the synthesis of the plasmin and urokinase (uPA) inhibitor benzylsulfonyl-D-Ser-homoPhe-(4-amidino-benzylamide) (BSFAB), to characterize its activity and mechanism of action and to assess its use to improve stratum corneum (SC) barrier function. Peptide...

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