2-<1-Methyl-trans-buten-(2)-yl>-phenol | 14004-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-<1-Methyl-trans-buten-(2)-yl>-phenol
• 英文别名: (+/-)-trans-2-(1,3-Dimethylallyl)-phenol；o-(trans-α,γ-Dimethyl-allyl)-phenol；2-[(E)-pent-3-en-2-yl]phenol
• CAS: 14004-14-9
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: ZLIBWQMBEYAPKA-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (seqtrans-1,3-Dimethyl-allyl)-phenyl-aether 生成 2-<1-Methyl-trans-buten-(2)-yl>-phenol
  参考文献：
  名称：

  The Steric Course of the Claisen Rearrangement

  摘要：

  An infrared study of the stereochemistry attending the Claisen rearrangement of cis- and trans-alpha,gamma-dimethylallyl and two other related vinyl ethers has shown that the reaction produces essentially only trans substituted allylacetaidehydes. The double bond in the o-Claisen rearrangement product of trans-alpha, gamma-dimethylallyl phenyl ether has also been demonstrated by infrared absorption to be predominantly trans. The transition state geometry of the Claisen rearrangement implied by these findings is discussed.

  DOI：

  10.1021/ja01502a057

文献信息

• Stereochemistry of the Claisen Rearrangement¹
  作者：Elliot N. Marvell、John L. Stephenson、Josephine Ong

  DOI：10.1021/ja01084a022

  日期：1965.3