2,4,6-Triisopropylbenzenesulfonyl hydrazide

ALDRICH/192198 - 90%

Synonym: 2,4,6-Triisopropylbenzenesulfonohydrazide; TPSH; Trisylhydrazide

CAS Number: 39085-59-1
Empirical Formula (Hill Notation): C₁₅H₂₆N₂O₂S
Molecular Weight: 298.44
EC Number: 254-282-7
MDL Number: MFCD00014750
Linear Formula: [(CH₃)₂CH]₃C₆H₂SO₂NHNH₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-192198-1G	1 g	$146.00 1/EA	Add To Favorites
45-192198-5G	5 g	$206.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	90%
form	powder
InChI	1S/C15H26N2O2S/c1-9(2)12-7-13(10(3)4)15(20(18,19)17-16)14(8-12)11(5)6/h7-11,17H,16H2,1-6H3
InChI key	UGRVYFQFDZRNMQ-UHFFFAOYSA-N
mp	110-112 °C (dec.) (lit.)
Quality Level	100
SMILES string	CC(C)c1cc(C(C)C)c(c(c1)C(C)C)S(=O)(=O)NN
storage temp.	−20°C

Application:

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.

Packaging:

1, 5 g in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	90%
mp	110-112 °C (dec.) (lit.)
Storage Temp.	−20°C
UNSPSC	12352100

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