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557323

Sigma-Aldrich

o-Toluenesulfonyl chloride

97%

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About This Item

Linear Formula:
CH3C6H4SO2Cl
CAS Number:
Molecular Weight:
190.65
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D >1.5580 (lit.)

bp

254 °C (lit.)

density

1.320 g/mL at 25 °C (lit.)

SMILES string

Cc1ccccc1S(Cl)(=O)=O

InChI

1S/C7H7ClO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3

InChI key

HDECRAPHCDXMIJ-UHFFFAOYSA-N

General description

o-Toluenesulfonyl chloride can be synthesized by reacting o-thiocresol in glacial acetic acid with chlorine. It participates in the preparation of 5-chloro-3-phenyl-2,1-benzisoxazole.

Application

o-Toluenesulfonyl chloride may be used in the synthesis of:
  • oxazoline
  • mesityl o-tolyl sulfone
  • allyl o-toluenesulfonate
  • 2-methyl-4′-t-butyldiphenyl sulfone

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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


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Cyclization of Acylaminoalkanols to 2-Oxazolines1.
Boyd RN and Rittner RC.
Journal of the American Chemical Society, 82(8), 2032-2034 (1960)
Intramolecular nucleophilic participation. V. The role of the ortho-substituent in the solvolysis of o-nitrobenzhydrl bromide and o-nitrobenzyl tosylate.
Mease AD, et al.
Journal of the American Chemical Society, 90(7), 1797-1801 (1968)
Asymmetric induction reactions. IV. Palladium-catalyzed asymmetric allylations of chiral enamines bearing phosphine groups.
Hiroi K and Abe J.
Chemical & Pharmaceutical Bulletin, 39(3), 616-621 (1991)
Akram Nouri et al.
Biomacromolecules, 21(2), 999-1008 (2020-01-16)
The purpose of this study was to synthesize diaminated starch as a novel mucoadhesive polymer. Starch was tosylated and then reacted with ethylenediamine. The degree of amination was determined by 2,4,6-trinitrobenzene sulfonic acid assay. Properties of diaminated starch including solubility
Min Wang et al.
Biomaterials, 261, 120301-120301 (2020-09-02)
Local tumor therapy through injectable biodegradable hydrogels with controlled drug release has attracted much attention recently, due to their easy operation, low side effect and efficiency. However, most of the reported therapeutic hydrogel system showed a lack of biodegradation tracking

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