bicyclo[2.2.1]hept-5-ene-2-carbaldehyde

• ChemBase编号: 288894
• 分子式: C8H10O
• 平均质量: 122.1644
• 单一同位素质量: 122.07316494
• SMILES: O=CC1CC2C=CC1C2
• Canonical SMILES: O=CC1CC2CC1C=C2
• InChI: InChI=1S/C8H10O/c9-5-8-4-6-1-2-7(8)3-6/h1-2,5-8H,3-4H2
• InChIKey: AJIBZRIAUXVGQJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: bicyclo[2.2.1]hept-5-ene-2-carbaldehyde
• IUPAC传统名: bicyclo[2.2.1]hept-5-ene-2-carbaldehyde
• 别名: 5-降冰片烯-2-甲醛, endo + exo; 5-Norbornene-2-carboxaldehyde; Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde; 5-Norbornene-2-carboxaldehyde, endo + exo

登记号

• CAS号: 5453-80-5
• EC号: 226-698-9
• MDL号: MFCD00167568
• Beilstein号: 1363813
• PubChem SID: 180674425
• PubChem CID: 95117

理论计算性质

• Acid pKa: 18.720486
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.0353622
• LogD (pH = 7.4): 1.0353622
• Log P: 1.0353622
• 摩尔折射率: 36.7311 cm^3
• 极化性: 13.837097 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 68-70°C/12mm
• 闪点: 50°C(122°F)
• 密度: 1.032
• 折射率: 1.4910

安全信息

• 联合国危险货物编号: UN1989
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): III
• 危险公开号: 10
• TSCA收录: 是
• GHS危险品标识: GHS02
• GHS危险声明: H226-H303
• GHS警示性声明: P261

产品相关信息

• 纯度: 95%; 95+%; 98%

参考文献

• Diels-Alder adduct of acrolein and cyclopentadiene. Can be used as protected form of acrolein, from which the double bond may be liberated by cycloreversion, e.g. in a useful synthesis of 2-vinylimidazole: Angew. Chem. Int. Ed., 22, 560 (1983):
  
• Aldol condensation with formaldehyde, followed by crossed Cannizzaro reduction, gives norbornene-2,2-dimethanol, from can be thermolyzed to vinyl-1,1-dimethanol: Tetrahedron Lett., 3775 (1975). For a review of cycloreversion reactions in organic synthesis, see: Synthesis, 121 (1985).