1,2,5-trimethylcyclopentanol | 33840-38-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,5-trimethylcyclopentanol
• 英文别名: 1,2,5-trimethyl-cyclopentanol；1,2,5-Trimethylcyclopentanol；1,2,5-Trimethylcyclopentan-1-ol；1,2,5-trimethylcyclopentan-1-ol
• CAS: 33840-38-9
• 化学式: C₈H₁₆O
• 分子量: 128.214
• InChiKey: AKMPYCFDXLJQJS-UHFFFAOYSA-N

物化性质

• 熔点：
  -0.25°C (estimate)
• 沸点：
  187.67°C (estimate)
• 密度：
  0.9121

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• 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：

  1,2,5-trimethylcyclopentanol 在 草酸 作用下， 生成 1,2,3-三甲基环戊烯
  参考文献：
  名称：

  Noyes; Kyriakides, Journal of the American Chemical Society, 1910, vol. 32, p. 1065

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基碘化镁 、 2,5-二甲基-环戊酮 生成 1,2,5-trimethylcyclopentanol
  参考文献：
  名称：

  Stable carbocations. CXIX. Carbon-13 nuclear magnetic resonance spectroscopy study of the structure of allyl cations

  摘要：

  DOI：

  10.1021/ja00746a022

文献信息

• The reactions of metastable [C5 H10 O]+˙ ions with the oxygen on the second carbon
  作者：David J. McAdoo、Charles E. Hudson、Fred W. McLafferty、Terry E. Parks

  DOI：10.1002/oms.1210190802

  日期：1984.8

  AbstractNearly all [C5H10O]+˙ isomers with the oxygen on the second carbon are shown to interconvert with each other and lose methyl and ethylene at the threshold for dissociation. The methyls contain the carbons from the 1‐ and 5‐positions with about equal frequency, and C(3) or perhaps C(4) about half as often as either terminal carbon. CH3 CH2 CH2 CO+ is formed by loss of the C(1) methyl and magnified image by loss of the C(5) methyl. Hydorgen transfer between C(5) and the oxygen and between the oxygen and C(4) are facile, and 1,2‐hydrogen transfers between C(3) and C(4) occur with high frequency. Extensive skeletal rearrangements also take placae by 1,2‐shifts between C(2), C(3) and C(4). We attribute the occurrence of teh three‐center shifts between C(2), C(3) and C(4) to the presence of considerable charge density on C(2) and C(3) in many of the [C5H10O]+˙ isomers. The isomerizations of [C5H10O]+˙ can be considered a mixture of free radical and carbocation reactions. Strong similarities exist between the isomerizations of metastable [C5H10O]+˙ ions with the oxygen on the second carbon and those of isomers of ionized butanoic acid, methyl butanoate and n‐butanal.
• Stable carbocations. CXIX. Carbon-13 nuclear magnetic resonance spectroscopy study of the structure of allyl cations
  作者：George A. Olah、Paul R. Clifford、Yuval Halpern、Robert G. Johanson

  DOI：10.1021/ja00746a022

  日期：1971.8
• Nonrandomization of energy in chemically activated 2-butanone ions
  作者：David J. McAdoo、Charles E. Hudson

  DOI：10.1021/j100237a001

  日期：1983.7
• Noyes; Kyriakides, Journal of the American Chemical Society, 1910, vol. 32, p. 1065
  作者：Noyes、Kyriakides

  DOI：——

  日期：——