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98-09-9 - Benzenesulfonyl chloride, 98% - Benzenesulfochloride - A10849 - Alfa Aesar

A10849 Benzenesulfonyl chloride, 98%

CAS Number
98-09-9
Synonyms
Benzenesulfochloride

Size Price ($) Quantity Availability
250g 28.60
1000g 73.60
5000g 273.00
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Benzenesulfonyl chloride, 98%

MDL
MFCD00007426
EINECS
202-636-6

Chemical Properties

Formula
C6H5ClO2S
Formula Weight
176.62
Melting point
14-15°
Boiling Point
252°
Flash Point
132°(270°F)
Density
1.377
Refractive Index
1.5525
Sensitivity
Moisture Sensitive
Solubility
Insoluble in water. Soluble in ether and alcohol.

Applications

Benzenesulfonyl chloride reacts with Grignard reagents to form oxindoles from N-unsubstituted indoles. It is widely used to check the assay of thiamine in different food products. It is involved in the synthesis of alpha-disulfones, sulfonamides and sulfoante esters as precursor. It is a derivatization reagent for the determination of various amines in waste water and surface water at the sub-ppb level by gas chromatography-mass spectrometry. It is common reagent used in Hinsberg test for detection and distinguishing the type of amines as primary, secondary and tertiary amines.

Notes

Moisture sensitive. Incompatible with water, strong oxidizing agents, strong bases, methyl formamide and dimethyl sulfoxide.

Literature References

Reacts with ß-hydroxy esters in pyridine to give ß-lactones which, at higher temperatures eliminate CO2 in a stereospecific alkene synthesis: J. Am. Chem. Soc., 94, 2000 (1972); J. Org. Chem., 39, 1322, 1650 (1974):

Alternatively, MgBr2 induces a ring-opening reaction leading to ß-unsaturated acids. See, e.g.: Synth. Commun., 19, 2243 (1989).

Yuan, K.; Sang, R.; Soule, J. F.; Doucet, H. Desulfitative Pd-catalysed coupling reaction using benzenesulfonyl chlorides and enones as the coupling partners. Catal. Sci. Technol. 2015, 5 (5), 2904-2912.

Delgertsetseg, B.; Javkhlantugs, N.; Enkhtur, E.; Yokokura, Y.; Ooba, T.; Ueda, K.; Ganzorig, C.; Sakomura, M. Detailed investigation of dependencies of photovoltaic performances of P3HT:PC61BM based solar cells on anodic work function modified by surface treatment of indium-tin-oxide electrode with benzenesulfonyl chloride derivatives. Org. Electron. 2015, 23, 164-170.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H314-H318

Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,1072
Beilstein
606926
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2904.10
TSCA
Yes
RTECS
DB8750000

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