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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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Gabriel Martínez-Edo et al.
Pharmaceutics, 12(11) (2020-11-06)
A pH-triggered mesoporous silica nanoparticle (MSN)-based nano-vehicle for the dual delivery of doxorubicin (DOX)/camptothecin-PEG (CPT-PEG) has been prepared. To enhance its selectivity, the nanoparticles were decorated with glycyrrhetinic acid (GA) to target HepG2 cells. The highly insoluble CPT was derivatized
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)
The Metalation of 4-t-Butyldiphenyl Sulfone with n-Butyllithium1.
Shirley DA and Lehto EA.
Journal of the American Chemical Society, 79(13), 3481-3485 (1957)

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