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4-Methylbenzenesulphonylhydrazide, 97%, Thermo Scientific Chemicals
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Catalog number A13529.36
also known as A13529-36
Price (USD)/ Each
202.65
Online exclusive
225.00 Save 22.35 (10%)
-
Quantity:
500 g
Price (USD)/ Each
202.65
Online exclusive
225.00 Save 22.35 (10%)
4-Methylbenzenesulphonylhydrazide, 97%, Thermo Scientific Chemicals
Catalog numberA13529.36
Price (USD)/ Each
202.65
Online exclusive
225.00 Save 22.35 (10%)
-
Chemical Identifiers
CAS1576-35-8
IUPAC Name4-methylbenzene-1-sulfonohydrazide
Molecular FormulaC7H10N2O2S
InChI KeyICGLPKIVTVWCFT-UHFFFAOYSA-N
SMILESCC1=CC=C(C=C1)S(=O)(=O)NN
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Specifications
Specification Sheet
Specification SheetAssay (HPLC)≥96.0%
Appearance (Color)White to pale cream
FormPowder
Identification (FTIR)Conforms
p-Toluenesulfonyl hydrazide is 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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
p-Toluenesulfonyl hydrazide is 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.
Solubility
Soluble in water, alcohol.
Notes
Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
p-Toluenesulfonyl hydrazide is 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.
Solubility
Soluble in water, alcohol.
Notes
Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
RUO – Research Use Only
General References:
- Robert O. Hutchins.; Bruce Maryanoff.; Cynthia Milewski. Selective reduction of aliphatic ketones and aldehydes to hydrocarbons with sodium cyanoborohydride and p-toluenesulfonyl hydrazide in dimethylformamide-sulfolane. J. Am. Chem. Soc. 1971, 93, (7), 1793-1794.
- Panagiotis Dounis.; James Feast, W. A route to low polydispersity linear and star polyethylenes via ring-opening metathesis polymerization. Polymer. 1996, 37, (12), 2547-2554.
- Precursor of the versatile synthetic intermediates, tosylhydrazones. For a brief feature on tosylhydrazones, see: Synlett, 1844 (1999). Preparation using AcOH rather than mineral acid was found to reduce azine formation: Synthesis, 957 (1984).
- Several simple methods are known for cleavage of tosylhydrazones, including:
- Exchange with refluxing acetone: J. Org. Chem., 40, 3302 (1975); acetone/ BF3 etherate: Synthesis, 456 (1976); Amberlyst™ 15 in aqueous acetone: J. Chem. Soc., Perkin 1, 2563 (1988).
- Reduction of tosylhydrazones to alkanes by NaBH4 is a mild alternative to the Clemmensen and Wolff-Kishner methods: Chem. Ind. (London), 153, 1689 (1964). NaBH4 in AcOH is a more selective system: J. Org. Chem., 43, 2299 (1978). For reduction of a steroidal ketone by catecholborane, see: Org. Synth. Coll., 6, 293 (1988). Aliphatic tosylhydrazones are also reduced to methylenes by NaBH3CN, effective even for hindered ketones. For a study of the mechanism of this reduction, see: J. Org. Chem., 54, 4175 (1989).