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105902

p-Toluenesulfonamide

reagent grade, 97%

Synonym(s):

4-Methylbenzene-1-sulfonamide, p-Tosylamide

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About This Item

Linear Formula:
CH3C6H4SO2NH2
CAS Number:
Molecular Weight:
171.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-741-1
Beilstein/REAXYS Number:
472689
MDL number:
Assay:
97%
Form:
solid
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grade

reagent grade

Quality Level

assay

97%

form

solid

mp

134-137 °C (lit.)

solubility

DMSO: soluble

functional group

sulfonamide

SMILES string

Cc1ccc(cc1)S(N)(=O)=O

InChI

1S/C7H9NO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)

InChI key

LMYRWZFENFIFIT-UHFFFAOYSA-N

Gene Information

General description

p-Toluenesulfonamide undergoes FeCl3-catalyzed direct substitution reaction with benzylic and allylic alcohols.It is employed as nucleophile in tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction.

Application

p-Toluenesulfonamide was used to prepare the precursor required for synthesis of ethyl 6-phenyl-1-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate.


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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

395.6 °F - closed cup

flash_point_c

202 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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PHOSPHINE-CATALYZED [4+2] ANNULATION: SYNTHESIS OF ETHYL 6-PHENYL-1-TOSYL-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE.
Kui Lu et al.
Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals, 2009(86), 212-224 (2010-02-18)
An efficient FeCl3 -catalyzed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or p-toluenesulfonamide.
Jana U, et al.
Tetrahedron Letters, 42(37), 6433-6435 (2001)
Charles H Reynolds et al.
Journal of medicinal chemistry, 51(8), 2432-2438 (2008-04-03)
Ligand efficiency (i.e., potency/size) has emerged as an important metric in drug discovery. In general, smaller, more efficient ligands are believed to have improved prospects for good drug properties (e.g., bioavailability). Our analysis of thousands of ligands across a variety



Global Trade Item Number

SKUGTIN
105902-1KG04061825894515
105902-250G04061838673268