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
化学文摘社编号:
分子量:
298.44
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
254-282-7
Beilstein/REAXYS Number:
2145001
MDL number:
产品名称
2,4,6-三异丙基苯磺酰基肼, 90%
InChI key
UGRVYFQFDZRNMQ-UHFFFAOYSA-N
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
SMILES string
CC(C)c1cc(C(C)C)c(c(c1)C(C)C)S(=O)(=O)NN
assay
90%
form
powder
mp
110-112 °C (dec.) (lit.)
functional group
hydrazine
storage temp.
−20°C
Quality Level
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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:
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Constrained peptides with target-adapted cross-links as inhibitors of a pathogenic protein-protein interaction
Glas A, et al.
Angewandte Chemie (International Edition in English), 53(9), 2489-2493 (2014)
Silver-promoted synthesis of vinyl sulfones from vinyl bromides and sulfonyl hydrazides in water
Zhang G, et al.
Chemical Communications (Cambridge, England), 56(34), 4688-4691 (2020)
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)
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)
2,4,6-Triisopropylbenzenesulfonylhydrazide
Chamberlin AR, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition null
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