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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Aromatics >  2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE

2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE

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2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE Basic information

Product Name:
2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
Synonyms:
  • TRISYLHYDRAZIDE
  • TPSH
  • TRIISOPROPYLBENZENE SULFONYLHYDRAZIDE
  • 2,4,6-triisopropylbenzenesulphonohydrazide
  • 2,4,6-Triisopropyl benzenesulphonohydrazine
  • 2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE
  • 2,4,6-TRIISOPROPYL BENZENESULFONYL HYDRAZINE
  • 2,4,6-TRIISOPROPYLBENZENESULFONO-HYDRAZIDE
CAS:
39085-59-1
MF:
C15H26N2O2S
MW:
298.44
EINECS:
254-282-7
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Sulfonyl Hydrazides
  • Sulfur Compounds
Mol File:
39085-59-1.mol
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2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE Chemical Properties

Melting point:
110-112 °C (dec.) (lit.)
Boiling point:
396.6±52.0 °C(Predicted)
Density 
1.075
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
9.51±0.10(Predicted)
form 
Solid
color 
Off-White
Sensitive 
Moisture Sensitive
BRN 
2145001
InChIKey
GBQCDUBJTLROBV-UHFFFAOYSA-N
CAS DataBase Reference
39085-59-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
22-24/25
RIDADR 
UN 1325 4.1/PG III
WGK Germany 
3
4.8-10
HazardClass 
4.1
PackingGroup 
III
HS Code 
29350090

MSDS

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2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDE Usage And Synthesis

Chemical Properties

White crystal

Uses

As a reagent for generation of diimide

Uses

2,4,6-Triisopropylbenzenesulfonyl hydrazide (TPSH) is a best source of diazene. It can be used as a selective reducing agent for the reduction of alkenes and other double bonds via in situ formation of diazene (diimide) in the presence of base. TPSH reduction method is efficiently used in the synthesis of polymers and natural products as it tolerates sensitive groups such as esters, ketones, or organometal complexes. It also undergoes condensation reaction with ketones and aldehydes to produce corresponding hydrazones that can be converted into reactive intermediates such as diazoalkanes, carbenes, carbenium ions, and alkyllithiums.
It can be used as a reagent to synthesize:

  • Nitrogen-containing polycyclic compounds by intramolecular cyclopropanation of N-alkyl indoles/pyrroles.
  • Vinyl sulfones by sulfonylation reaction of vinyl bromides.
  • Nitrile derivatives from carbonyl compounds via formation of corresponding hydrazones.

2,4,6-TRIISOPROPYLBENZENESULFONYL HYDRAZIDESupplier

Suzhou Highfine Biotech Co., Ltd Gold
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