192198
2,4,6-三异丙基苯磺酰基肼
90%
别名:
2,4,6-三异丙基苯磺酰基肼, 2,4,6-三异丙基苯磺酰肼, TPSH
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关于此项目
线性分子式:
[(CH3)2CH]3C6H2SO2NHNH2
CAS Number:
分子量:
298.44
Beilstein:
2145001
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
90%
表单
powder
mp
110-112 °C (dec.) (lit.)
官能团
hydrazine
储存温度
−20°C
SMILES字符串
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 key
UGRVYFQFDZRNMQ-UHFFFAOYSA-N
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应用
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.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
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)
2,4,6-Triisopropylbenzenesulfonylhydrazide
Chamberlin AR, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition null
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-Tri-isopropylbenzenesulphonyl hydrazide: A convenient source of di-imide
Cusack NJ, et al.
Tetrahedron, 32(17) (1976)
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