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159719

Sigma-Aldrich

Phenylmethanesulfonyl chloride

98%

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Synonym(s):
α-Toluenesulfonyl chloride
Linear Formula:
C6H5CH2SO2Cl
CAS Number:
1939-99-7
Molecular Weight:
190.65
Beilstein:
972806
EC Number:
217-717-1
MDL number:
MFCD00007455
PubChem Substance ID:
24849832

Assay

98%

form

solid

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

Related Categories

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
Snehal Nirgude et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-04)
Curcumin is known for its anticancer and migrastatic activity in various cancers, including breast cancer. Newer curcumin derivatives are being explored to overcome limitations of curcumin like low bioavailability, stability, and side effects due to its higher dose. In this
Addition of Aliphatic Sulfonyl Chlorides to Enamines. Formation of Acyclic Products.
Looker JJ.
The Journal of Organic Chemistry, 31(9), 2973-2976 (1966)
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
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