2,4,6-Triisopropylbenzenesulfonyl Hydrazide , ≥95.0% , 39085-59-1

Synonym(s):
2,4,6-Triisopropylbenzenesulfonohydrazide;TPSH;Trisylhydrazide

CAS NO.：39085-59-1

Empirical Formula: C15H26N2O2S

Molecular Weight: 298.44

MDL number: MFCD00014750

EINECS: 254-282-7

PRODUCT 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)

Description and 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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a
• Hazard Codes: Xi
• Safety Statements: 22-24/25
• RIDADR: UN 1325 4.1/PG III
• WGK Germany: 3
• F: 4.8-10
• HazardClass: 4.1
• PackingGroup: III
• HS Code: 29350090