2,3,4,9-tetrahydro-1H-carbazole

• ChemBase编号: 71703
• 分子式: C12H13N
• 平均质量: 171.23832
• 单一同位素质量: 171.10479942
• SMILES: c1ccc2[nH]c3c(c2c1)CCCC3
• Canonical SMILES: C1CCc2c(C1)[nH]c1c2cccc1
• InChI: InChI=1S/C12H13N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7,13H,2,4,6,8H2
• InChIKey: XKLNOVWDVMWTOB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3,4,9-tetrahydro-1H-carbazole
• IUPAC传统名: 2,3,4,9-tetrahydro-1H-carbazole
• 别名: 1,2,3,4-四氢咔唑; 2,3,4,9-Tetrahydro-1H-carbazole; 1,2,3,4-Tetrahydrocarbazole; 1,2,3,4-Tetrahydrocarbazole

登记号

• CAS号: 942-01-8
• EC号: 213-385-7
• MDL号: MFCD00004959
• Beilstein号: 133771
• PubChem SID: 24899946; 162037139
• PubChem CID: 13664

理论计算性质

• Acid pKa: 17.278738
• 质子受体: 0
• 质子供体: 1
• LogD (pH = 5.5): 3.2883556
• LogD (pH = 7.4): 3.2883556
• Log P: 3.2883556
• 摩尔折射率: 54.6582 cm^3
• 极化性: 22.121792 Å^3
• 极化表面积: 15.79 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: 118-120 °C(lit.); 118-120°C
• 沸点: 325-330 °C(lit.); 325-330°C

安全信息

• 保存注意事项: IRRITANT
• RTECS编号: FE6300000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-37; 26-37/39
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H315-H319-H335-H303
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%; 99%
• Empirical Formula (Hill Notation): C12H13N

详细说明

MP Biomedicals - 05218972

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T12408

包装
25 g in glass bottle

参考文献

• Deprotonation with excess superbasic n-BuLi/KO-t-Bu to give the N,ɑ-dianion has been studied in a variety of ether solvents. Formation of substantial amounts of the ɑ-ethyl derivative was observed with Et₂O and THF, and also, remarkably, with various alkyl methyl ethers; e.g. in n-BuOMe, the ɑ-ethyl product was obtained in 60% yield. The ethyl group originates from the interaction of the solvent with the strong base, confirmed by the detection of ethylene in the absence of the tetrahydrocarbazole substrate: J. Org. Chem., 60, 8334 (1995). ɑ-Ethylation also occurred with 2-ethylindole, but not with 2-methyl- or 2-isopropyl analogues.
• Photooxygenation with singlet oxygen, followed by reduction of the expected hydroperoxide to the allylic alcohol, is accompanied by ring contraction to a spiro ketone. The same product is formed in high yield on treatment of the spiroketone with mineral acid: J. Org. Chem., 61, 810 (1996):