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
• 线性分子式: [(CH₃)₂CH]₃C₆H₂SO₂NHNH₂
• CAS号: 39085-59-1
• 分子量: 298.44
• Beilstein: 2145001
• EC號碼: 254-282-7
• MDL號碼: MFCD00014750
• 分類程式碼代碼: 12352100
• PubChem物質ID: 24851533
• NACRES: NA.22

属性

• 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

说明

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:

• 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.

安全信息

• 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)