4,5,6,7-tetrahydro-1H-indol-4-one

• ChemBase编号: 90694
• 分子式: C8H9NO
• 平均质量: 135.16316
• 单一同位素质量: 135.06841391
• SMILES: [nH]1c2c(cc1)C(=O)CCC2
• Canonical SMILES: O=C1CCCc2c1cc[nH]2
• InChI: InChI=1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2
• InChIKey: KASJZXHXXNEULX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,5,6,7-tetrahydro-1H-indol-4-one
• IUPAC传统名: 1,5,6,7-tetrahydroindol-4-one
• 别名: 1,5,6,7-四氢-4H-吲哚-4-酮; 4-Oxo-4,5,6,7-tetrahydro-1H-indole; 1,5,6,7-Tetrahydro-4H-indol-4-one; 4,5,6,7-Tetrahydro-4-oxoindole; NSC 131681; 1,5,6,7-Tetrahydro-4H-indol-4-one; 6,7-dihydro-1H-indol-4(5H)-one

登记号

• CAS号: 13754-86-4
• MDL号: MFCD00075438
• PubChem SID: 24861947; 162077448
• PubChem CID: 280229

理论计算性质

• Acid pKa: 14.340641
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 1.1251024
• LogD (pH = 7.4): 1.1251024
• Log P: 1.1251024
• 摩尔折射率: 39.117 cm^3
• 极化性: 14.725782 Å^3
• 极化表面积: 32.86 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 188-190 °C(lit.); 190°C

安全信息

• 保存注意事项: Irritant/Light Sensitive/Store under Argon/Keep Cold
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C8H9NO

详细说明

Sigma Aldrich - 357839

包装
5 g in glass bottle
Application

• Reactant in synthesis of psammopemmin A as antitumor agent1
• Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions2
• Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase3
• Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles4
• Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination5