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About This Item
线性分子式:
[(CH3)2CH]3C6H2SO2NHNH2
CAS号:
分子量:
298.44
Beilstein:
2145001
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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化驗
90%
形狀
powder
mp
110-112 °C (dec.) (lit.)
官能基
hydrazine
儲存溫度
−20°C
SMILES 字串
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 密鑰
UGRVYFQFDZRNMQ-UHFFFAOYSA-N
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應用
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.
儲存類別代碼
11 - Combustible Solids
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
個人防護裝備
Eyeshields, Gloves, type N95 (US)
The asymmetric synthesis of cyclopentane derivatives by palladium-catalyzed coupling of prochiral alkylboron compounds.
Cho SY and Shibasaki M.
Tetrahedron Asymmetry, 9(21), 3751-3754 (1998)
Synthesis and x-ray crystal structure of anti-dithia [3.3](2.6) triquinacenophane.
Roberts WP and Shoham G.
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
Reddy AR, et al.
Angewandte Chemie (International ed. in English), 55(5), 1810-1815 (2016)
2,4,6-Triisopropylbenzenesulfonylhydrazide
Chamberlin AR, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition null
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