3-ethoxycyclohex-2-en-1-one

• ChemBase编号: 89763
• 分子式: C8H12O2
• 平均质量: 140.17968
• 单一同位素质量: 140.08372962
• SMILES: O=C1C=C(CCC1)OCC
• Canonical SMILES: CCOC1=CC(=O)CCC1
• InChI: InChI=1S/C8H12O2/c1-2-10-8-5-3-4-7(9)6-8/h6H,2-5H2,1H3
• InChIKey: JWCFJPLIRVYENQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-ethoxycyclohex-2-en-1-one
• IUPAC传统名: 3-ethoxycyclohex-2-en-1-one
• 别名: 3-乙氧基-2-环己烯-1-酮; 3-Ethoxy-2-cyclohexenone; 3-Ethoxy-1-oxocyclohex-2-ene; 3-Ethoxycyclohex-2-en-1-one; 3-Ethoxy-2-cyclohexen-1-one

登记号

• CAS号: 5323-87-5
• EC号: 226-190-7
• MDL号: MFCD00001580
• Beilstein号: 2042049
• PubChem SID: 24894556; 162076619
• PubChem CID: 79216

理论计算性质

• Acid pKa: 17.903803
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.1288987
• LogD (pH = 7.4): 1.1288987
• Log P: 1.1288987
• 摩尔折射率: 40.8868 cm^3
• 极化性: 15.260673 Å^3
• 极化表面积: 26.3 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

• 沸点: 76-78 °C/1 mmHg(lit.); 76-78°C/1mm; 76-78°C/1mm
• 闪点: >107°C; 107 °C; 107°C(224°F); 224.6 °F
• 密度: 0.963 g/mL at 25 °C(lit.); 1.03; 1.04
• 折射率: 1.506; 1.5060; n20/D 1.504(lit.)

安全信息

• 保存注意事项: Irritant/Keep Cold
• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: 99%
• 线性分子式: C2H5OC6H7(=O)

详细说明

Sigma Aldrich - E4453

包装
10, 25 g in glass bottle

参考文献

• Useful intermediate for the preparation of 3-alkyl- or aryl-2-cyclohexen-1-ones, by addition of organometallic reagents and subsequent hydrolysis: J. Am. Chem. Soc., 70, 2174 (1948); 72, 1645 (1950); Helv. Chim. Acta, 36, 482 (1963). For an example of this transformation in the total synthesis of axane sesquiterpenoids, see: J. Org. Chem., 61, 473 (1996):
  
• Under conditions of kinetic enolate formation (LDA), alkylation occurs at the 6-position: the Stork-Danheiser kinetic alkylation procedure, which has found extensive use in alicyclic synthesis: J. Org. Chem., 38, 1775 (1973); Org. Synth. Coll., 7, 208 (1990) and references therein.