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Merck
CN

132004

p-Toluenesulfonyl hydrazide

97%

Synonym(s):

p-Toluenesulfonhydrazide, p-Toluenesulfonic acid hydrazide, p-Toluenesulfonyl hydrazide, Tosylhydrazide

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About This Item

Linear Formula:
CH3C6H4SO2NHNH2
CAS Number:
1576-35-8
Molecular Weight:
186.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847540
EC Number:
216-407-3
Beilstein/REAXYS Number:
610130
MDL number:
MFCD00007588

Key Documents

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Product Name

p-Toluenesulfonyl hydrazide, 97%

InChI key

ICGLPKIVTVWCFT-UHFFFAOYSA-N

InChI

1S/C7H10N2O2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,8H2,1H3

SMILES string

Cc1ccc(cc1)S(=O)(=O)NN

assay

97%

form

powder

mp

103-108 °C (lit.)

functional group

hydrazine

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Application

p-Toluenesulfonyl hydrazide was used as a reagent for the preparation of tosylhydrazones. It was used to prepare dipyrazolo[1,5-a:4′,3′-c]pyridines and 1,2,3-selenadiazole derivatives.

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Self-react. D

supp_hazards

EUH044

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5866V
WXBF4102V
WXBF3050V
WXBD7903V
WXBD9168V

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Journal of the Chemical Society. Perkin Transactions 1, 945-945 (1993)
Mousa Al-Smadi et al.
Molecules (Basel, Switzerland), 13(11), 2740-2749 (2008-11-07)
The commercially available aromatic polyketones 1a-d were utilized for the synthesis of the multi-arm1,2,3-selenadiazole derivatives 3a-d. The preparation starts with the reaction between compounds 1a-d and p-toluenesulfonyl hydrazide to give the corresponding tosylhydrazones 2a-d. Subsequent reaction with selenium dioxide leads
Journal of the American Chemical Society, 114, 966-966 (1992)
Journal of the American Chemical Society, 115, 2473-2473 (1993)
Wolfgang Holzer et al.
Beilstein journal of organic chemistry, 8, 2223-2229 (2013-02-01)
The synthesis of dipyrazolo[1,5-a:4',3'-c]pyridines is described. Easily obtainable 5-alkynylpyrazole-4-carbaldehydes, p-toluenesulfonyl hydrazide, and an aldehyde or ketone containing an α-hydrogen atom were reacted in a silver triflate catalyzed multicomponent reaction affording new tricyclic compounds with a dipyrazolo[1,5-a:4',3'-c]pyridine core. Detailed NMR spectroscopic
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