2,2,2-trifluoro-1-(1H-indol-3-yl)ethan-1-one

• ChemBase编号: 41692
• 分子式: C10H6F3NO
• 平均质量: 213.1559496
• 单一同位素质量: 213.04014848
• SMILES: c1(C(=O)C(F)(F)F)c[nH]c2c1cccc2
• Canonical SMILES: O=C(C(F)(F)F)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H6F3NO/c11-10(12,13)9(15)7-5-14-8-4-2-1-3-6(7)8/h1-5,14H
• InChIKey: LCMDCXWSHDFQKP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,2,2-trifluoro-1-(1H-indol-3-yl)ethan-1-one
• IUPAC传统名: INDOLE3trifluoroacetyl
• 别名: 3-(三氟乙酰基)吲哚; 2,2,2-Trifluoro-1-(1H-indol-3-yl)-1-ethanone; 3-Indolyl trifluoromethyl ketone; 3-(Trifluoroacetyl)indole

登记号

• CAS号: 14618-45-2
• MDL号: MFCD00182114
• PubChem SID: 162046455; 24866420
• PubChem CID: 589126

理论计算性质

• Acid pKa: 12.061388
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 2.7619839
• LogD (pH = 7.4): 2.7619748
• Log P: 2.7619839
• 摩尔折射率: 48.5575 cm^3
• 极化性: 18.503904 Å^3
• 极化表面积: 32.86 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 211-214 °C(lit.); 218 - 220 °C; 218-220°C

安全信息

• 保存注意事项: IRRITANT
• 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: 26-36
• TSCA收录: false
• 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: >95%; 99%
• Empirical Formula (Hill Notation): C10H6F3NO

详细说明

Sigma Aldrich - 422223

包装
1, 5 g in glass bottle
Application

• Reactant for enantioselective synthesis of indoles via palladium-catalyzed kinetic asymmetrical alkylation1
• Reactant for preparation of N-pyridinyl indolecarboxamides via amidation of aminopyridine derivatives. with indolecarboxylic acid2
• Reactant for preparation of mast cell tryptase inhibitors, starting from indoles; using amidation as the key step3
• Reactant for formation of Michael adducts via Baylis-Hillman reaction4
• Reactant for preparation of indolecarboxamides via haloform cleavage of (trifluoroacetyl)indole with lithium dialkylamides5