methyl 6-oxo-4(Z)-hexenoate | 131511-28-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-oxo-4(Z)-hexenoate
• 英文别名: methyl (Z)-6-oxohex-4-enoate
• CAS: 131511-28-9
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: HLAXXSHBUZMBGE-RQOWECAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲氧基-1,4-环己二烯 在 丙酮酸甲酯 、 臭氧 、 三苯基膦 作用下， 生成 methyl 6-oxo-4(Z)-hexenoate
  参考文献：
  名称：

  Syntheses of bifunctional compounds from cycloalkenes via ozonide intermediates

  摘要：

  The ozonolytic cleavage of cycloalkene in the presence of methyl pyruvate affords a tri-substituted ozonide. The resulted tri-substituted ozonide moiety contained three reactive centers (i.e. peroxide, ozonide ring proton and methoxycarbonyl group) which could be transformed to different functional groups under different conditions in good yields. It is a very efficient and versatile methodology to prepare the terminal differentiated compounds from symmetric cycloalkenes in two steps in high yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00207-x

文献信息

• Selectivity in ozonolyses of cyclic 1,3-dienes
  作者：Zhaoyin Wang、Gury Zvlichovsky

  DOI：10.1016/s0040-4039(00)97901-2

  日期：——

  Selective cleavages of one double bond in various 1,3-cyclic dienes were studied. It was found that the regioselectivity of fragmentation of the resulting primary ozonides depends on the size of the rings.

  研究了在各种1,3-环二烯中一个双键的选择性裂解。已经发现，所产生的初级臭氧化物的片段化的区域选择性取决于环的大小。
• WANG, ZHAOYIN;ZVILICHOVSKY, GURY, TETRAHEDRON LETT., 31,(1990) N9, C. 5579-5582
  作者：WANG, ZHAOYIN、ZVILICHOVSKY, GURY

  DOI：——

  日期：——
• Syntheses of bifunctional compounds from cycloalkenes via ozonide intermediates
  作者：Yung-Son Hon、Jiann-Long Yan

  DOI：10.1016/s0040-4020(97)00207-x

  日期：1997.4

  The ozonolytic cleavage of cycloalkene in the presence of methyl pyruvate affords a tri-substituted ozonide. The resulted tri-substituted ozonide moiety contained three reactive centers (i.e. peroxide, ozonide ring proton and methoxycarbonyl group) which could be transformed to different functional groups under different conditions in good yields. It is a very efficient and versatile methodology to prepare the terminal differentiated compounds from symmetric cycloalkenes in two steps in high yields. (C) 1997 Elsevier Science Ltd.