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Merck
CN

236330

p-Toluenesulfonamide

ReagentPlus®, ≥99%

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:
≥99%
Form:
solid
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Quality Level

product line

ReagentPlus®

assay

≥99%

form

solid

mp

134-137 °C (lit.)

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

Cyanomethylenetributylphosphorane (CMBP)-mediated reaction of p-toluenesulfonamide with alcohols has been investigated.

Application

p-Toluenesulfonamide has been employed:
  • as nucleophile during tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction
  • as reagent during selective aziridination of olefins catalyzed by dirhodium (II) caprolactamate

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Storage Class

11 - Combustible Solids

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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Arthur J Catino et al.
Organic letters, 7(13), 2787-2790 (2005-06-17)
[reaction: see text] A mild, efficient, and selective aziridination of olefins catalyzed by dirhodium(II) caprolactamate [Rh(2)(cap)(4).2CH(3)CN] is described. Use of p-toluenesulfonamide (TsNH(2)), N-bromosuccinimide (NBS), and potassium carbonate readily affords aziridines in isolated yields of up to 95% under extremely mild
E Simone et al.
Lab on a chip, 18(15), 2235-2245 (2018-06-28)
In this work, a novel multi-microfluidic crystallization platform called MMicroCryGen is presented, offering a facile methodology for generating individual crystals for fast and easy screening of the polymorphism and crystal habit of solid compounds. The MMicroCryGen device is capable of
Mitsunobu-type alkylation of p-toluenesulfonamide. A convenient new route to primary and secondary amines.
Tsunoda T, et al.
Tetrahedron Letters, 37(!4), 2457-2458 (1996)



Global Trade Item Number

SKUGTIN
236330-10G04061838785572
236330-50G04061838785589