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Sigma-Aldrich

Benzenesulfonyl chloride

96%

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About This Item

Linear Formula:
C6H5SO2Cl
CAS Number:
98-09-9
Molecular Weight:
176.62
Beilstein/REAXYS Number:
606926
EC Number:
202-636-6
MDL number:
MFCD00007426
UNSPSC Code:
12352100
PubChem Substance ID:
24846801
NACRES:
NA.22

vapor pressure

0.04 mmHg ( 20 °C)

assay

96%

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 reacts with Grignard reagent from N-unsubstituted indoles to form oxindoles or substituted indoles. It 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 in thiamine assay for determination of thiamine in different food products.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

260.6 °F

flash_point_c

127 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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A G Soliman
Journal - Association of Official Analytical Chemists, 64(3), 616-622 (1981-05-01)
A semiautomated procedure was used to measure the fluorescence of sample extracts before and after the addition of benzenesulfonyl chloride (BSC). Addition of BSC inhibited thiochrome formation and provided a more representative blank based on the fluorescence of all the
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
Ihor E Kopka et al.
Bioorganic & medicinal chemistry letters, 12(4), 637-640 (2002-02-15)
A series of substituted N-(3,5-dichlorobenzenesulfonyl)-L-prolyl- and alpha-methyl-L-prolyl-phenylalanine derivatives was prepared as VLA-4/VCAM antagonists. The compounds showed excellent potency with a wide variety of neutral, polar, electron withdrawing or donating groups on the phenylalanine ring (IC50 approximately 1 nM). Heteroaryl ring
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