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Sigma-Aldrich

Benzenesulfonyl chloride

for HPLC derivatization

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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:
329749775
NACRES:
NA.22

grade

for HPLC derivatization

Quality Level

100

vapor pressure

0.04 mmHg ( 20 °C)

assay

≥99.0% (AT)

form

liquid

refractive index

n20/D 1.551 (lit.)
n20/D 1.551

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.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

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.

Application

Benzenesulfonyl chloride was used in one-pot synthesis of dialkyl 1-arylsulfonyl-1,2-dihydroquinoline-2,3-dicarboxylates. It was used as derivatization reagent for the determination of various amines in waste water at the sub-ppb level by gas chromatography-mass spectrometry.

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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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV4150
BCBS3036V
BCBK5651V
BCBK5652V
BCBK4996V

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A facile route to functionalized 1-arylsulfonyl-1, 2-dihydroquinolines.
Yavari I, et al.
Monatshefte fur Chemie / Chemical Monthly, 128(8-9), 927-931 (1997)
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, A764(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)
H Kataoka et al.
Biomedical chromatography : BMC, 6(5), 251-254 (1992-09-01)
A selective and sensitive method for the determination of low molecular weight aliphatic primary amines in urine is described. These amines were converted into their benzenesulphonyl derivatives by a modified Hinsberg procedure, and measured by gas chromatography with flame photometric
Mario O Salazar et al.
Molecular diversity, 15(3), 713-719 (2011-01-06)
A semisynthetic β-glucosidase inhibitor was identified from a chemically engineered extract prepared by reaction with benzenesulfonyl chloride. The structure includes a natural histamine portion and a benzenesulfonyl portion introduced during the diversification step.
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