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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)
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)
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
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

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