4,10-dioxatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione

• ChemBase编号: 83974
• 分子式: C8H6O4
• 平均质量: 166.13084
• 单一同位素质量: 166.02660867
• SMILES: O1C(=O)C2C(C1=O)C1OC2C=C1
• Canonical SMILES: O=C1OC(=O)C2C1C1C=CC2O1
• InChI: InChI=1S/C8H6O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h1-6H
• InChIKey: QQYNRBAAQFZCLF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,10-dioxatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione; 4,10-dioxatricyclo[5.2.1.0^2,^6]dec-8-ene-3,5-dione
• IUPAC传统名: 4,10-dioxatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione; 4,10-dioxatricyclo[5.2.1.0^2,^6]dec-8-ene-3,5-dione
• 别名: exo-7-氧杂二环[2.2.1]庚基-5-烯-2,3-二羧酸酐; 4,10-dioxatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione; exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic anhydride; exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

登记号

• CAS号: 5426-09-5; 6118-51-0
• EC号: 226-570-2
• MDL号: MFCD00077442; MFCD00151506
• Beilstein号: 10355
• PubChem SID: 162071090
• PubChem CID: 98484

理论计算性质

• Acid pKa: 18.15247
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.13038106
• LogD (pH = 7.4): 0.13038106
• Log P: -0.10295227
• 摩尔折射率: 37.2099 cm^3
• 极化性: 14.710263 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: 118-119°C

安全信息

• 保存注意事项: Moisture Sensitive
• RTECS编号: KC9650000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 98+%

参考文献

• Intermediate in a useful synthesis of 4,4-dialkyl-2-butenolides, based on reaction with two moles of Grignard reagent, followed by cycloreversion (elimination of furan) to release the double bond: J. Org. Chem., 47, 3953 (1982); Tetrahedron Lett., 24,1929 (1983):
  
• For a review of cycloreversion reactions in organic synthesis, see: Synthesis, 121 (1985).