(+/-)-cis-Penten-(3)-yl-(2)-vinylaether | 100961-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-cis-Penten-(3)-yl-(2)-vinylaether
• 英文别名: 4-vinyloxy-pent-2c-ene；(Z)-4-ethenoxypent-2-ene
• CAS: 100961-00-0
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: PJJJSPBDXSGONK-XQRVVYSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-cis-Penten-(3)-yl-(2)-vinylaether 生成 3-methyl-4-hexenal
  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
• 作为产物：
  描述：

  (Z)-pent-3-en-2-ol 、 乙烯基乙醚 在 mercury(II) diacetate 作用下， 生成 (+/-)-cis-Penten-(3)-yl-(2)-vinylaether
  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

• The Steric Course of the Claisen Rearrangement
  作者：Albert W. Burgstahler

  DOI：10.1021/ja01502a057

  日期：1960.9

  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.