1-(2-nitrophenyl)-2,4-hexadien-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-nitrophenyl)-2,4-hexadien-1-ol
• 英文别名: (2E,4E)-1-(2-nitrophenyl)hexa-2,4-dien-1-ol
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: UICJIHYQHLZBEY-DSXPNFDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-nitrophenyl)-2,4-hexadien-1-ol 在 silver(l) oxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.75h， 生成 2-Methyl-2,4a-dihydrooxazino[2,3-a]indol-5-one
  参考文献：
  名称：

  Pentadienylnitrobenzyl and Pentadienylnitropiperonyl Photochemically Removable Protecting Groups

  摘要：

  New photochemically removable: protecting groups have been developed based on classical nitrobenzyl compounds modified by the inclusion of a pentadienyl group. It serves to trap through an internal Diels-Alder reaction the nitroso group produced as part of the photochemical deprotection process, preventing its further photochemistry or chemical reactions with nucleophiles.

  DOI：

  10.1021/jo982383d
• 作为产物：
  描述：

  (E,E)-2,4-己二烯醛 、 1-溴-2-硝基苯 在 苯基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 1.25h， 以78%的产率得到1-(2-nitrophenyl)-2,4-hexadien-1-ol
  参考文献：
  名称：

  Pentadienylnitrobenzyl and Pentadienylnitropiperonyl Photochemically Removable Protecting Groups

  摘要：

  New photochemically removable: protecting groups have been developed based on classical nitrobenzyl compounds modified by the inclusion of a pentadienyl group. It serves to trap through an internal Diels-Alder reaction the nitroso group produced as part of the photochemical deprotection process, preventing its further photochemistry or chemical reactions with nucleophiles.

  DOI：

  10.1021/jo982383d

文献信息

• Pentadienylnitrobenzyl and Pentadienylnitropiperonyl Photochemically Removable Protecting Groups
  作者：Michael C. Pirrung、Yong Rok Lee、Kaapjoo Park、James B. Springer

  DOI：10.1021/jo982383d

  日期：1999.7.1

  New photochemically removable: protecting groups have been developed based on classical nitrobenzyl compounds modified by the inclusion of a pentadienyl group. It serves to trap through an internal Diels-Alder reaction the nitroso group produced as part of the photochemical deprotection process, preventing its further photochemistry or chemical reactions with nucleophiles.