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Sigma-Aldrich

Benzenesulfonyl chloride

99%

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Synonym(s):
Phenylsulfonyl chloride
Linear Formula:
C6H5SO2Cl
CAS Number:
98-09-9
Molecular Weight:
176.62
Beilstein:
606926
EC Number:
202-636-6
MDL number:
MFCD00007426
UNSPSC Code:
12352100
eCl@ss:
39092406
PubChem Substance ID:
24846802
NACRES:
NA.22

vapor pressure

0.04 mmHg ( 20 °C)

Quality Level

100

Assay

99%

refractive index

n20/D 1.551 (lit.)

bp

251-252 °C (lit.)

mp

13-15 °C (lit.)

solubility

alcohol: soluble
cold water: insoluble
diethyl ether: soluble

density

1.384 g/mL at 25 °C (lit.)

SMILES string

ClS(=O)(=O)c1ccccc1

InChI

1S/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H

InChI key

CSKNSYBAZOQPLR-UHFFFAOYSA-N

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General description

Benzenesulfonyl chloride is prepared by reaction of benzene and chlorosulfonic acid or from the sodium salt of benzenesulfonic acid and PCl5 or POCl3. It reacts with Grignard reagent from N-unsubstituted indoles to form oxindoles or substituted indoles. Benzenesulfonyl chloride is the derivatization reagent for the determination of various amines in waste water and surface water at the sub-ppb level by gas chromatography-mass spectrometry.

Application

Benzenesulfonyl chloride may be used to develop fast, accurate and reproducible method for thiamine assay in different food products. It is useful reagent for preparing α-disulfones.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Benzenesulfonyl chloride
Adams R, et al.
Organic Syntheses, 1(84) (1921)
Synthesis, 490-490 (1993)
Analysis of primary and secondary aliphatic amines in waste water and surface water by gas chromatography-mass spectrometry after derivatization with 2, 4-dinitrofluorobenzene or benzenesulfonyl chloride.
Sacher F, et al.
Journal of Chromatography A, 764(1), 85-93 (1997)
Unusual reactions of magnesium indolates with benzenesulfonyl chloride.
Wenkert E, et al.
The Journal of Organic Chemistry, 52(15), 3404-3409 (1987)
A Leone-Bay et al.
Journal of medicinal chemistry, 38(21), 4257-4262 (1995-10-13)
A series of benzoylated and phenylsulfonylated amino acids are novel, low molecular weight, self-assembling molecules. At low pH, these compounds form microspheres that dissolve readily under neutral conditions. In a given synthetic series, those molecules with low aqueous solubility formed
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