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• 产品号: A14427
• CAS号: 120-72-9
• 分子式: C8H7N
• 分子量: 117.14788
• 纯 度: 99%

产品别名

• 标题: Indole
• IUPAC标准名: 1H-indole
• IUPAC传统名: indole

产品登记号

• MDL号: MFCD00005607
• 默克索引号: 144963
• EC号: 204-420-7
• Beilstein号: 107693
• CAS号: 120-72-9

产品性质

• GHS危险声明: H311-H302-H318-H400
• 欧盟危险性物质标志: X
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• GHS警示性声明: P280-P305+P351+P338-P361-P302+P352-P405-P501A
• 危险公开号: 21/22-41-50
• RTECS编号: NL2450000
• 安全公开号: 26-36/37/39-57-60
• 保存注意事项: Light Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN2811
• 联合国危险货物包装类别(PG): III
• 纯度: 99%
• 沸点: 253-254°C
• 密度: 1.220
• 闪点: 121°C(249°F)
• 熔点: 50-54°C

参考文献

• Treatment of the carbamate with Tri-n-butyltin chloride, A10746, followed by Stille coupling enables synthesis of 2-aryl- and 2-vinylindoles: J. Org. Chem., 60, 6218 (1995).
• Lithiation of N-protected indoles usually occurs at the 2-position, e.g. benzenesulfonation of the 1-lithio derivative, 2-lithiation with LDA and treatment with pyridine-3,4-dicarboxylic anhydride. This sequence has been reported in a synthetic route to ellipticene and olivacine: J. Org. Chem., 57, 5891 (1992).
• Regioselective synthesis of 3-substituted indoles has been described using a sequence of N-silylation, 3-bromination of the 1-TBDMS detivative with NBS, 3-lithiation, treatment with an electrophile to introduce the 3-substituent, and desilylation with TBAF. Good overall yields are obtained for a range of electrophiles: J. Org. Chem., 59, 10 (1994); Org. Synth. Coll., 9, 417 (1998).
• Halogenation in the 2-position has been effected via the Li 1-carbamate and subsequent 2-lithiation: J. Org. Chem., 57, 2495 (1992):
  
• Treatment with EtMgI followed by ZnCl₂ leads to an N-zinc derivative. This undergoes acylation at the 3-position: Tetrahedron, 46, 6061 (1990).