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Merck

T35955

p-Toluenesulfonyl chloride

reagent grade, ≥98%

Synonym(s):

Tosyl chloride

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About This Item

Linear Formula:
CH3C6H4SO2Cl
CAS Number:
Molecular Weight:
190.65
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
202-684-8
Beilstein/REAXYS Number:
607898
MDL number:
Assay:
≥98%
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grade

reagent grade

Quality Level

vapor pressure

1 mmHg ( 88 °C)

assay

≥98%

bp

134 °C/10 mmHg (lit.)

mp

65-69 °C (lit.)

SMILES string

Cc1ccc(cc1)S(Cl)(=O)=O

InChI

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

InChI key

YYROPELSRYBVMQ-UHFFFAOYSA-N

Application

p-toluenesulfonyl chloride may be used along with N-methylimidazole for the esterification or thioesterification of carboxylic acids and alcohols or thiols. It may also be used as a chlorine source for α-chlorination of ketones in the presence of lithium diisopropylamide.


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pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1

flash_point_f

262.4 °F - closed cup

flash_point_c

128 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Storage Class

11 - Combustible Solids



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Rince Wong et al.
The Journal of organic chemistry, 72(10), 3969-3971 (2007-04-21)
A facile and general protocol for the preparation of isothiocyanates from alkyl and aryl amines is reported. This method relies on a tosyl chloride mediated decomposition of a dithiocarbamate salt that is generated in situ by treatment of an amine
Katarzyna Dziarkowska et al.
Analytica chimica acta, 606(2), 184-193 (2007-12-18)
Determination of polyamines in biological fluids possesses medical diagnostic relevance. Despite the vast panel of analytical methods developed for polyamines they are not applied in routine clinical usage, mainly due to the time and labor consuming sample preparation step and
Y Tabata et al.
Biomaterials, 7(3), 234-238 (1986-05-01)
The cyanogen bromide (CNBr) activation method was adopted to link collagen molecules onto the surface of cellulose and poly(vinyl alcohol) (PVA) films via covalent bonding. The amount of bound protein was determined by the ninhydrin method and found to be