Bicyclo[3.2.0]heptan-2-ol | 100992-09-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bicyclo[3.2.0]heptan-2-ol
• CAS: 100992-09-4
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: QPXNWUKXOGMANC-UHFFFAOYSA-N

物化性质

• 沸点：
  190.0±8.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Bicyclo[3.2.0]heptan-2-ol 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以78%的产率得到bicyclo<3.2.0>heptan-2-one
  参考文献：
  名称：

  Copper(I) catalysis of olefin photoreactions. 9. Photobicyclization of .alpha.-, .beta.-, and .gamma.-alkenylallyl alcohols

  摘要：

  DOI：

  10.1021/ja00368a014
• 作为产物：
  描述：

  1,6-heptadiene-3-ol 以86%的产率得到
  参考文献：
  名称：

  SALOMON R. G.; COUGHLIN D. J.; EASLER E. M., J. AMER. CHEM. SOC., 1979, 101, NO 14, 3961-3963

  摘要：

  DOI：

文献信息

• Effects of Bridgehead Substitution on Structure and Reactivity of the 7-Norbornyl Cation
  作者：D. E. Sunko、H. Vancik、Z. Mihalic、V. J. Shiner、F. P. Wiglis

  DOI：10.1021/jo00102a033

  日期：1994.11

  A systematic investigation was undertaken of the effect of bridgehead substitution on the solvolytic reactivity of 7-norbornyl triflates in aqueous TFE. Methyl substitution increases the rate 60-fold and the effect of multiple substitution is additive. Chlorine, on the other hand, exhibits a combined inductive and resonance effect and decreases the reactivity 1700 times. The observed normal secondary P-deuterium isotope effect of the 1,4-d(2) derivative can be rationalized by assuming a tilted C-s geometry for the cationic transition structure which is only slightly higher in energy than the nonclassical intermediate cation of C-1 symmetry. Bridgehead methyl-d(3) kinetic isotope effects are similar to those associated with the nonmigrating methyl group in neopentyl ester solvolyses. These results are in agreement with the recently published structure of the 7-norbornyl cation calculated at the highest ab initio level which has confirmed its nonclassical nature as originally proposed by Winstein.
• SALOMON, R. G.;COUGHLIN, D. J.;GHOSH, S.;ZAGORSKI, M. G., J. AMER. CHEM. SOC., 1982, 104, N 4, 998-1007
  作者：SALOMON, R. G.、COUGHLIN, D. J.、GHOSH, S.、ZAGORSKI, M. G.

  DOI：——

  日期：——
• KIRMSE W.; STREU J., J. ORG. CHEM., 52,(1987) N 4, 515-521
  作者：KIRMSE W.、 STREU J.

  DOI：——

  日期：——