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108138 Aldrich

Benzenesulfonyl chloride

99%

  • CAS Number 98-09-9

  • Linear Formula C6H5SO2Cl

  • Molecular Weight 176.62

  •  Beilstein Registry Number 606926

  •  EC Number 202-636-6

  •  MDL number MFCD00007426

  •  PubChem Substance ID 24846802

  •  eCl@ss 39092406

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Building Blocks, Chemical Synthesis, Derivatization Reagents,
vapor pressure   0.04 mmHg ( 20 °C)
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.)

Description

Packaging

1 kg in glass bottle

5, 100, 500 g in glass bottle

Application

Benzenesulfonyl chloride may be used to develop fast, accurate and reproducible method for thiamine assay in different food products1. It is useful reagent for preparing α-disulfones2.

General description

Benzenesulfonyl chloride is prepared by reaction of benzene and chlorosulfonic acid or from the sodium salt of benzenesulfonic acid and PCl5 or POCl33. It reacts with Grignard reagent from N-unsubstituted indoles to form oxindoles or substituted indoles4. 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 spectrometry5.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2225 8 / PGIII
WGK Germany 
1
RTECS 
DB8750000
Flash Point(F) 
269.6 °F
Flash Point(C) 
132 °C

Protocols & Articles

Peer-Reviewed Papers

References

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1. Comparison of manual and benzenesulfonyl chloride-semiautomated thiochrome methods for determination of thiamine in foods. Soliman AG J. Assoc. Off. Anal. Chem. 64(3), 616-22, (1981)

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2. Synthesis, 490, (1993)

3. Benzenesulfonyl chloride Adams R, et al. Organic Synth. 1(84), (1921)

4. Unusual reactions of magnesium indolates with benzenesulfonyl chloride. Wenkert E, et al. J. Org. Chem. 52(15), 3404-3409, (1987)

5. 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. J. Chromatogr. A 764(1), 85-93, (1997)

2,4-Dinitrobenzenesulfonyl fluoresceins as fluorescent alternatives to Ellman's reagent in thiol-quantification enzyme assays. Maeda H, Matsuno H, Ushida M, et al. Angew. Chem. Int. Ed. Engl. 44(19), 2922-5, (2005)

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Microsphere formation in a series of derivatized alpha-amino acids: properties, molecular modeling, and oral delivery of salmon calcitonin. Leone-Bay A, McInnes C, Wang N, et al. J. Med. Chem. 38(21), 4257-62, (1995)

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Discovery of a β-glucosidase inhibitor from a chemically engineered extract prepared through sulfonylation. Salazar MO, Micheloni O, Escalante AM, et al. Mol. Divers. 15(3), 713-9, (2011)

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Determination of low molecular weight aliphatic primary amines in urine as their benzenesulphonyl derivatives by gas chromatography with flame photometric detection. Kataoka H, Ohrui S, Miyamoto Y, et al. Biomed. Chromatogr. 6(5), 251-4, (1992)

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Substituted N-(3,5-dichlorobenzenesulfonyl)-L-prolyl-phenylalanine analogues as potent VLA-4 antagonists. Kopka IE, Young DN, Lin LS, et al. Bioorg. Med. Chem. Lett. 12(4), 637-40, (2002)

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Merck 14,1072

Beil. 11,IV,49

Fieser 1,46 / Fieser 5,22

Aldrich MSDS 1, 154:D / Corp MSDS 1 (1), 352:C / FT-IR 2 (2), 3272:A / FT-IR 1 (2), 516:A / FT-NMR 1 (2), 1617:A / IR-Spectra (3), 1167:F / IR-Spectra (2), 1016:E / NMR-Reference 2 (2), 835:C / RegBook 1 (2), 2227:D / Sax 6, 367 / Sigma FT-IR 1 (2), 302:D / Structure Index 1, 349:A:8

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