9-Hydroxy-9-chloromethyl-endo-tricyclo<5.2.2.0^2,6>undeca-4,10-diene-3-spiro(1'-cyclopropane)-8-one | 122897-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-Hydroxy-9-chloromethyl-endo-tricyclo<5.2.2.0^2,6>undeca-4,10-diene-3-spiro(1'-cyclopropane)-8-one
• 英文别名: 8-chloromethyl-8-hydroxy tricyclo (5.2.2.0^2,6) undeca 3,10 diene-9-one-5-spiro (1'-cyclopropane)；(1'R,2'R,6'S,7'S,9'S)-9'-(chloromethyl)-9'-hydroxyspiro[cyclopropane-1,3'-tricyclo[5.2.2.02,6]undeca-4,10-diene]-8'-one
• CAS: 122897-99-8
• 化学式: C₁₄H₁₅ClO₂
• 分子量: 250.725
• InChiKey: NQPCXMXMRXOTDQ-UKRLYRRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  、 螺[2.4]庚-4,6-二烯 以 邻二氯苯 为溶剂， 反应 4.0h， 以72.5%的产率得到9-Hydroxy-9-chloromethyl-endo-tricyclo<5.2.2.0^2,6>undeca-4,10-diene-3-spiro(1'-cyclopropane)-8-one
  参考文献：
  名称：

  Singh, Vishwakarma; Bedekar, Ashutosh V., Synthetic Communications, 1989, vol. 19, # 1, 2, p. 107 - 118

  摘要：

  DOI：

文献信息

• Annulated bicyclo[2.2.2]octenones: 9-hydroxy-9-chloromethyl-endo-tricyclo[5.2.2.02,6]undeca-4,10-diene-3-spiro(1′-cyclopropane)-8-one and 12-hydroxy-12-chloromethyl-endo-tricyclo [8.2.2.02,9]tetradeca-13-en-11-one
  作者：Mino R. Caira、Ashutosh V. Bedekar、Vishwakarma Singh

  DOI：10.1007/bf01667028

  日期：1995.9

  A single crystal X-ray diffraction study of two annulated bicyclo[2.2.2]octenones has been carried out to establish their precise stereostructures. The compounds, with their crystal data, are: 1, 9-hydroxy-9-chloromethyl-endo-tricyclo[5.2.2.0(2,6)]undeca-4,10-diene-3-spiro(1'-cyclopropane)-8-one, C14H15O2Cl, space group P2(1)/c, a = 10.540(2), b = 9.668(1), c = 11.841(4)Angstrom, beta = 95.67(2)degrees, Z = 4, and 3 12-hydroxy-12-chloromethyl-endotricyclo[8.2.2.0(2,9)]tetradeca- -13-en-11-one, C15H21O2Cl, space group C2/c, a = 20.747(8), b = 6.498(1), c = 20.525(3)Angstrom, beta = 93.04(3)degrees, Z = 8. The molecule of 1 has endo stereochemistry at the ring junction and the spirocyclopropane ring is proximal to the hydroxyl group. In 2, the eight membered ring deviates from a chair conformation and one ring atom is disordered. Crystals of 1 and 2 contain centrosymmetric dimers formed by C=O ... O-H hydrogen bonds.