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MilliporeSigma

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:
70-55-3
Molecular Weight:
171.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24846713
EC Number:
200-741-1
Beilstein/REAXYS Number:
472689
MDL number:
MFCD00011692
Assay:
97%
Form:
solid

Key Documents

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InChI key

LMYRWZFENFIFIT-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

reagent grade

assay

97%

form

solid

Quality Level

100

Gene Information

human ... CA1(759), CA2(760), CA5A(763), CA5B(11238)

solubility

DMSO: soluble

functional group

sulfonamide

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1 of 4

This Item
236330PHR14741672020
p-Toluenesulfonamide reagent grade, 97%

Sigma-Aldrich

105902

p-Toluenesulfonamide

p-Toluenesulfonamide ReagentPlus®, ≥99%

Sigma-Aldrich

236330

p-Toluenesulfonamide

p-Toluenesulfonamide Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1474

p-Toluenesulfonamide

p-Toluenesulfonamide United States Pharmacopeia (USP) Reference Standard

USP

1672020

p-Toluenesulfonamide

assay

97%

assay

≥99%

assay

-

assay

-

solubility

DMSO: soluble

solubility

-

solubility

-

solubility

-

Quality Level

100

Quality Level

200

Quality Level

300

Quality Level

-

form

solid

form

solid

form

-

form

-

mp

134-137 °C (lit.)

mp

134-137 °C (lit.)

mp

134-137 °C (lit.)

mp

134-137 °C (lit.)

grade

reagent grade

grade

-

grade

certified reference material, pharmaceutical secondary standard

grade

pharmaceutical primary standard

General description

p-Toluenesulfonamide undergoes FeCl3-catalyzed direct substitution reaction with benzylic and allylic alcohols[1].It is employed as nucleophile in tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction[1].

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[2].

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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Certificates of Analysis (COA)

Lot/Batch Number
0000408251
0000408251
MKCZ1462
MKCX5502
0000330333

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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
Yang Yang et al.
Organic letters, 13(20), 5608-5611 (2011-09-16)
BF(3)·OEt(2)-catalyzed direct cyanation of indoles and pyrroles using a less toxic, bench-stable, and easily handled electrophilic cyanating agent N-cyano-N-phenyl-para-toluenesulfonamide (NCTS) affords 3-cyanoindoles and 2-cyanopyrroles in good yields with excellent regioselectivity. The substrate scope is broad with respect to indoles and
G Li et al.
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 50(8), 649-651 (1996-08-01)
The p-toluenesulfonamide derivate of the C-13 side-chain of taxol was prepared on a one third mole scale in a single step from methyl cinnamate. The process employed is catalytic asymmetric aminohydroxylation (catalytic AA). In the present case, there is no
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