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105902

p-Toluenesulfonamide

Name: <I>p</I>-Toluenesulfonamide
Brand: ALDRICH

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

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Properties

grade

reagent grade

Quality Level

100

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

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

Description

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)

Ligand binding efficiency: trends, physical basis, and implications.

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

Lewis acid catalyzed direct cyanation of indoles and pyrroles with N-cyano-N-phenyl-p-toluenesulfonamide (NCTS).

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

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Global Trade Item Number

SKU	GTIN
105902-250G	04061838673268
105902-1KG	04061825894515