β-pinene-6-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: β-pinene-6-one
• 英文别名: (1S,5R)-7,7-dimethyl-2-methylidenebicyclo[3.1.1]heptan-6-one
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: WAISJUBKMLSJDJ-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  β-pinene-6-one 在 盐酸 作用下， 以 乙醚 为溶剂， 以81%的产率得到3-甲基-6-(1-甲基乙亚基)环己-2-烯-1-酮
  参考文献：
  名称：

  β-Pinene-6-one: a pivotal synthetic intermediate

  摘要：

  Submitting the title ketone to either acetoxymercuration or basic conditions resulted in the formation of the acid beta-5 and alpha-5, respectively, with an useful selectivity, related rearrangements being observed by using the corresponding alcohol and its epoxy derivative. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01399-9

文献信息

• Gentle swelling of pinan-6-one derivatives
  作者：D. Hébrault、D. Uguen、A. De Cian、J. Fischer

  DOI：10.1016/s0040-4039(98)01400-2

  日期：1998.9

  The diazolactone 6b rearranges by treatment with CF3CO2H to give the ketolactone 3b, that, by sequential treatment with lithiated ethyl diazoacetate and AcOH, afforded the ketodiester 15. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• β-Pinene-6-one: a pivotal synthetic intermediate
  作者：D. Hébrault、D. Uguen

  DOI：10.1016/s0040-4039(98)01399-9

  日期：1998.9

  Submitting the title ketone to either acetoxymercuration or basic conditions resulted in the formation of the acid beta-5 and alpha-5, respectively, with an useful selectivity, related rearrangements being observed by using the corresponding alcohol and its epoxy derivative. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.