3-methyl-2,3-dihydro-1H-indol-2-one

• ChemBase编号: 152837
• 分子式: C9H9NO
• 平均质量: 147.17386
• 单一同位素质量: 147.06841391
• SMILES: CC1c2ccccc2NC1=O
• Canonical SMILES: O=C1Nc2c(C1C)cccc2
• InChI: InChI=1S/C9H9NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-6H,1H3,(H,10,11)
• InChIKey: BBZCPUCZKLTAJQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-methyl-2,3-dihydro-1H-indol-2-one
• IUPAC传统名: 3-methyloxindole
• 别名: 3-甲基吲哚酮; 3-甲基羟基吲哚; 3-methyl-2,3-dihydro-1H-indol-2-one; 3-Methyl-2-indolinone; 3-Methyloxindole; 1,3-Dihydro-3-methyl-2H-indol-2-one; 3-Methyloxindole; 3-Methyl-2-oxindole; 3-Methyloxindole

登记号

• CAS号: 1504-06-9
• MDL号: MFCD04037370
• PubChem SID: 24872867; 162246980
• PubChem CID: 150923

理论计算性质

• Acid pKa: 13.252702
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 1.6150365
• LogD (pH = 7.4): 1.6150359
• Log P: 1.6150365
• 摩尔折射率: 44.1594 cm^3
• 极化性: 16.314182 Å^3
• 极化表面积: 29.1 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: 117-121 °C(lit.); 117-121°C; 120 - 122°C
• 疏水性(logP): 1.226

安全信息

• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%; 96%; 97%
• Empirical Formula (Hill Notation): C9H9NO

详细说明

Sigma Aldrich - 493937

包装
5, 25 g in glass bottle
Application

• Reactant for enantioselective α-amination reactions1
• Reactant for aldol reaction with glyoxal derivatives2
• Reactant for amine thiourea catalyzed conjugate addition to α,β-unsaturated aldehydes3
• Reactant for O-acetylation reactions4
• Reactant for preparation of a disubstituted oxoindole by using rhodium-catalyzed cyclopropanation/ring-opening reactions5

Toronto Research Chemicals - M320660

3-Methylindole metabolite.

参考文献

• Skordos, K., et al.: Chem. Res. Toxicol., 11, 741 (1998)
• Lanza, D., et al.: Drug Metab. Disposition, 29, 950 (1998)
• Hoenicke, K., et al.: J. Agric. Food Chem., 50, 4303 (1998)