6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

• ChemBase编号: 140270
• 分子式: C8H10O4
• 平均质量: 170.1626
• 单一同位素质量: 170.0579088
• SMILES: CC1(OC(=O)C2(CC2)C(=O)O1)C
• Canonical SMILES: O=C1OC(C)(C)OC(=O)C21CC2
• InChI: InChI=1S/C8H10O4/c1-7(2)11-5(9)8(3-4-8)6(10)12-7/h3-4H2,1-2H3
• InChIKey: AXJVPXNVESYGDT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
• IUPAC传统名: 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
• 别名: 1,1-环丙烷二羧酸环异亚丙酯; 6,6-二甲基-5,7-二氧杂螺[2.5]辛烷-4,8-二酮; 1,1-环丙烷二甲酸环异亚丙酯; 6,6-二甲基-5,7-二氧杂螺[2.5]辛烷-4,8-二酮; 1,1-Cyclopropanedicarboxylic acid cyclic isopropylidene ester; 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione; cyclic Isopropylidene 1,1-cyclopropanedicarboxylate; 1,1-Cyclopropanedicarboxylic acid cycl-isopropylidene ester; cycl-Isopropylidene 1,1-cyclopropanedicarboxylate; 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

登记号

• CAS号: 5617-70-9
• EC号: 227-044-5
• MDL号: MFCD00042796
• Beilstein号: 1241835
• PubChem SID: 24858026; 24860919; 162234514
• PubChem CID: 79720

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.0121171
• LogD (pH = 7.4): 1.0121171
• Log P: 1.0121171
• 摩尔折射率: 38.5039 cm^3
• 极化性: 15.661688 Å^3
• 极化表面积: 52.6 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: ~65 °C; 63-65 °C(lit.); 63-66°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

产品相关信息

• 纯度: ≥99.0% (GC); 99%
• 级别: puriss.
• 杂质: ≤1% water
• Empirical Formula (Hill Notation): C8H10O4

详细说明

Sigma Aldrich - 341266

包装
5 g in glass bottle

Sigma Aldrich - 29923

Other Notes
作为高活性环丙烷用于共轭对配合物反应1；用于生成羰基环丙烷2；亲电子环丙烷的综述3

参考文献

• Intermediate, introduced by Danishefsky, which undergoes homoconjugate additiion of nucleophiles, behaving as the synthetic equivalent of +CH₂CH₂CH(COOH)₂: J. Am. Chem. Soc., 97, 3239 (1975); J. Org. Chem., 40, 2969 (1975); 41, 1668 (1976). For an example in heterocyclic synthesis, see: Org. Synth. Coll., 7, 411 (1990):