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%
InChI key
YYROPELSRYBVMQ-UHFFFAOYSA-N
InChI
1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
SMILES string
Cc1ccc(cc1)S(Cl)(=O)=O
grade
reagent grade
vapor pressure
1 mmHg ( 88 °C)
assay
≥98%
bp
134 °C/10 mmHg (lit.)
Quality Level
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Related Categories
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.
signalword
Danger
hcodes
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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Salvatore Lombardo et al.
Langmuir : the ACS journal of surfaces and colloids, 33(22), 5473-5481 (2017-05-13)
The interaction of bovine serum albumin (BSA) with sulfated, carboxylated, and pyridinium-grafted cellulose nanocrystals (CNCs) was studied as a function of the degree of substitution by determining the adsorption isotherm and by directly measuring the thermodynamics of interaction. The adsorption
Maxim V Khrolenko et al.
Journal of chromatography. A, 1093(1-2), 111-117 (2005-10-20)
The application of supported-liquid membrane (SLM) technique for effective extraction of N-(phosphonomethyl)glycine (glyphosate) and its primary metabolite aminomethylphosphonic acid (AMPA) from juices (orange, grapefruit, apple and blackcurrant) in combination with HPLC-UV detection after derivatization with p-toluenesulphonyl chloride (TsCl) is presented.
α-Chlorination of ketones using p-toluenesulfonyl chloride.
Brummond KM and Gesenberg KD.
Tetrahedron Letters, 40(12), 2231-2234 (1999)
Simple, Mild, and Practical esterification, Thioesterification, and amide formation utilizing p-toluenesulfonyl chloride and N-Methylimidazole.
Wakasugi K, et al.
Advanced Synthesis & Catalysis, 345(11), 1209-1214 (2003)
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
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