추천 제품
Quality Level
분석
90%
형태
powder
mp
110-112 °C (dec.) (lit.)
저장 온도
−20°C
SMILES string
CC(C)c1cc(C(C)C)c(c(c1)C(C)C)S(=O)(=O)NN
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
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애플리케이션
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:
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
Eyeshields, Gloves, type N95 (US)
The asymmetric synthesis of cyclopentane derivatives by palladium-catalyzed coupling of prochiral alkylboron compounds.
Tetrahedron Asymmetry, 9(21), 3751-3754 (1998)
Synthesis and x-ray crystal structure of anti-dithia [3.3](2.6) triquinacenophane.
Tetrahedron Letters, 22(49), 4895-4898 (1981)
Cobalt (II) Porphyrin-Catalyzed Intramolecular Cyclopropanation of N-Alkyl Indoles/Pyrroles with Alkylcarbene: Efficient Synthesis of Polycyclic N-Heterocycles
Angewandte Chemie (International ed. in English), 55(5), 1810-1815 (2016)
2,4,6-Triisopropylbenzenesulfonylhydrazide
Encyclopedia of Reagents for Organic Synthesis, Second Edition null
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