8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione

• ChemBase编号: 130186
• 分子式: C11H14O2
• 平均质量: 178.22766
• 单一同位素质量: 178.09937969
• SMILES: CC12CCC(=O)C=C1CCCC2=O
• Canonical SMILES: O=C1CCC2(C(=C1)CCCC2=O)C
• InChI: InChI=1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3
• InChIKey: DNHDRUMZDHWHKG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione
• IUPAC传统名: wieland-miescher ketone
• 别名: (±)-3,4,8,8a-四氢-8a-甲基-1,6(2H,7H)-萘二酮; (±)-9-甲基-5(10)-辛-1,6-二酮; Wieland-Miescher 酮; 魏兰德-米歇尔酮; (±)-8a-甲基-3,4,8,8a-四氢-1,6(2H,7H)-萘二酮; (+/-)-9-Methyl-DELTA(5,10)-octalin-1,6-dione; Wieland-Miescher ketone, racemic; (±)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione; Wieland–Miescher ketone; (±)-9-Methyl-5(10)-octaline-1,6-dione; Miescher-Wieland ketone; Wieland-Miescher ketone; (±)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione

登记号

• CAS号: 20007-72-1
• EC号: 243-463-6
• MDL号: MFCD00001687
• Beilstein号: 3201286
• PubChem SID: 24897092; 162224470
• PubChem CID: 89262
• 维基百科标题: Wieland–Miescher_ketone

理论计算性质

• Acid pKa: 17.79769
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.0745733
• LogD (pH = 7.4): 2.0745733
• Log P: 2.0745733
• 摩尔折射率: 50.7394 cm^3
• 极化性: 19.4364 Å^3
• 极化表面积: 34.14 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: 47-50 °C(lit.); 47–50 °C; 47-50°C

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
• 保存温度: 2-8°C

产品相关信息

• 纯度: 98%; 98+%
• Empirical Formula (Hill Notation): C11H14O2

详细说明

Sigma Aldrich - M65157

包装
5, 10 g in glass bottle

参考文献

• The enolate formed with LDA undergoes a double Michael reaction with methyl acrylate to give a tricyclic product: Tetrahedron, 51, 9891 (1995):