Description
p-Toluenesulfonyl chloride ReagentPlus, ≥99%
Synonym(s):
TsCl, Tosyl chloride
Linear Formula:
CH3C6H4SO2Cl
CAS Number:
98-59-9
Molecular Weight:
190.65
Beilstein:
607898
EC Number:
202-684-8
MDL number:
MFCD00007450
PubChem Substance ID:
57648053
NACRES:
NA.21
vapor pressure
1 mmHg ( 88 °C)
Quality Level
200
product line
ReagentPlus®
assay
≥99%
bp
134 °C/10 mmHg (lit.)
mp
65-69 °C (lit.)
solubility
benzene: freely soluble(lit.)
chloroform: freely soluble(lit.)
ethanol: freely soluble(lit.)
water: insoluble(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
General description
p-Toluenesulfonyl chloride is an organic sulfonyl chloride mainly used to convert hydroxyl groups into good leaving group by forming sulfonates.
Application
p-Toluenesulfonyl chloride may be used in the following processes:
- In combination with N-methylimidazole for the esterification or thioesterification of carboxylic acids and alcohols or thiols.
- As an additive to enhance the yield of symmetrical biaryls via palladium chloride catalyzed homo-coupling of arylboronic acids in the absence of ligands.
- As a positive chlorine source for the ?-chlorination of ketones.
- Solvent-free tosylation of alcohols and phenols in the presence of heterodoxy acids.
- As an activator for reaction between 2-alkynylbenzaldoxime and phenols to form 1-aroxyisoquinolines in the presence of silver triflate.
- As a catalyst for the solvent-free preparation of symmetrical bis(benzhydryl)ethers from benzhydrols.
Packaging
5 g in glass bottle
100, 500 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
SAFETY INFORMATION
Pictograms
GHS05,GHS07
Signal Word
Danger
Hazard Statements
H290 - H315 - H317 - H318
Precautionary Statements
P280 - P302 + P352 - P305 + P351 + P338 + P310
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1
Storage Class Code
8B - Non-combustible, corrosive hazardous materials
WGK
WGK 1
Flash Point(F)
262.4 °F
Flash Point(C)
128 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves