1-(2-甲基丙-2-烯-1-基)环戊醇 | 67570-15-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-甲基丙-2-烯-1-基)环戊醇
• 英文名称: 1-(2-Methylprop-2-en-1-yl)cyclopentanol
• 英文别名: 1-(2-Methylprop-2-enyl)cyclopentan-1-ol；1-methallyl-cyclopentanol；1-Hydroxy-1-methallyl-cyclopentan
• CAS: 67570-15-4
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: JFJZPWKBFAKXTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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-甲基丙-2-烯-1-基)环戊醇 在 二甲基硫 、 草酸 、 臭氧 作用下， 以 水 为溶剂， 反应 8.5h， 生成 1-cyclopentylidenepropan-2-one
  参考文献：
  名称：

  Aldol-equivalent elaboration of sterically hindered ketiones: methallylmagnesium chloride as a synthon for acetone enolate

  摘要：

  DOI：

  10.1021/jo00384a041
• 作为产物：
  描述：

  2-Methylallylmagnesium Chloride 、 环戊酮 以 四氢呋喃 为溶剂， 反应 0.67h， 以87%的产率得到1-(2-甲基丙-2-烯-1-基)环戊醇
  参考文献：
  名称：

  Aldol-equivalent elaboration of sterically hindered ketiones: methallylmagnesium chloride as a synthon for acetone enolate

  摘要：

  DOI：

  10.1021/jo00384a041

文献信息

• Organoboron compounds. Allylboration of carbonyl compounds with allyl(alkyl)boranes
  作者：B.M. Mikhailov、Yu.N. Bubnov、A.V. Tsyban'、M.Sh. Grigoryan

  DOI：10.1016/s0022-328x(00)83434-8

  日期：1978.1

  convenient procedure for the synthesis of homoallylic alcohols from carbonyl compounds and allylboranes is described. Allyl-, 2-methylallyl-, crotyl- and 3,3-dimethylallyl(dialkyl)boranes, as well as diallyl(alkyl)boranes and derivatives of 3-allyl- and 3-metallyl-3-borabicyclo[3.3.1]non-6-ene are effective reagents for allylation of carbonyl compounds (aldehydes, ketones, esters, carboxylic acids and others)

  描述了一种从羰基化合物和烯丙基硼烷合成均烯丙基醇的简便方法。烯丙基，2-甲基烯丙基，巴豆基和3,3-二甲基烯丙基（二烷基）硼烷，以及二烯丙基（烷基）硼烷和3-烯丙基和3-金属烯丙基-3-borabicyclo [3.3.1] non的衍生物-6-烯是用于羰基化合物（醛，酮，酯，羧酸等）的烯丙基化的有效试剂，在许多情况下，与使用相应的烯丙基卤化镁相比，具有相当大的优势。羰基化合物的烯丙基硼化与烯丙基重排有关。同时将巴豆基和3,3-二甲基-烯丙烯酮反应成具有末端双键的均烯丙基醇。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: Org.Verb.2, 2.3.1.7, page 305 - 310
  作者：

  DOI：——

  日期：——
• The Preparation of Cyclopentenes and Cyclopentanes. I¹
  作者：Grant Crane、Cecil E. Boord、Albert L. Henne

  DOI：10.1021/ja01224a002

  日期：1945.8
• Organonickel compounds as reagents for selective carbon-carbon bond formation between unlike groups
  作者：Elias J. Corey、Martin F. Semmelhack

  DOI：10.1021/ja00987a056

  日期：1967.5
• Convenient Syntheses of Chiral Cyclic Sulfinates (Sultines) from Unsaturated Alcohols
  作者：Charles M. Marson、Paul R. Giles

  DOI：10.1021/jo00129a056

  日期：1995.12

  The reaction of unsaturated alcohols with N-sulfinyl-p-toluenesulfonamide (TsNSO) is shown to lead stereoselectively to chiral cyclic or bicyclic sulfinates (sultines). The reactions occur at ambient temperatures and afford a general route to delta- and epsilon-sultines which are notable for their crystallinity and thermal stability. These studies confirm the preservation of stereochemical integrity of the carbon atom alpha to the oxygen atom in the sultine ring. Some unsaturated aldehydes furnish sultines via a tandem oxo-ene cyclization and subsequent ring closure to the sultine. In some reactions, N-toluenesulfonamide derivatives of sultines (compounds of type 11) were isolated, and since those were converted into the sultines by the action of BF3-OEt(2), such sulfonamides are considered to be intermediates in the reaction pathway.