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Merck

12620

Benzenesulfonyl chloride

derivatization grade (HPLC)

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About This Item

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

Benzenesulfonyl chloride, derivatization grade (HPLC)

InChI key

CSKNSYBAZOQPLR-UHFFFAOYSA-N

InChI

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

SMILES string

ClS(=O)(=O)c1ccccc1

grade

derivatization grade (HPLC)

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

Quality Level

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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.

General description

Benzenesulfonyl chloride reacts with Grignard reagent from N-unsubstituted indoles to form oxindoles or substituted indoles.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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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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)
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)
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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