(2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenal | 103476-47-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenal
• 英文别名: (7E,9E,11Z,13E)-13-Desmethyl-14-methylretinal；(11Z)-13-Desmethyl-14-methylretinal；11-cis-12-s-trans-13-Desmethyl-14-methylretinal；11-cis-Retinal；(2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
• CAS: 103476-47-7
• 化学式: C₂₀H₂₈O
• 分子量: 284.442
• InChiKey: CRXMTROZEGVYPY-GXAGGELDSA-N

物化性质

• 沸点：
  422.4±14.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-(1,4-二甲基-1-乙基)戊基酚 在 硫酸 、 sodium ethanolate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 19.0h， 生成 (2E,4Z,6E,8E)-2,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenal
  参考文献：
  名称：

  类维生素A和相关化合物。第14部分。共轭4-亚烷基丁烯内酯的新颖合成及其光谱表征

  摘要：

  描述了类胡萝卜素亚烷基丁烯内酯的新合成方法（砜法）以及后者的光谱表征。

  DOI：

  10.1039/p19930000987

文献信息

• Bestmann, Hans Juergen; Ermann, Peter; Rueppel, Hartmann, Liebigs Annalen der Chemie, 1986, # 3, p. 479 - 498
  作者：Bestmann, Hans Juergen、Ermann, Peter、Rueppel, Hartmann、Sperling, Walter

  DOI：——

  日期：——
• Effects of the terminal-methyl position and of the length of the conjugated chain on the cis isomers produced by photo-isomerization: analysis by HPLC and configurational determination by 1H-NMR spectroscopy of isomeric analogues of retinal and β-apo-12′-carotenal
  作者：Ying Hu、Akio Okumura、Yasushi Koyama、Yumiko Yamano、Masayoshi Ito

  DOI：10.1016/s1386-1425(96)01863-x

  日期：1997.6

  An analogue of retinal (beta-apo-12'-carotenal), its terminal-methyl group being shifted from the 13 to 14 (from 13' to 14') position, was subjected to direct (iodine-sensitized) photo-isomerization. The configurations of five (seven) isomers of the retinal (beta-apo-12'-carotenal) analogue were determined by H-1-NMR spectroscopy to be all-trans, 7-, 9- and 11-mono-cis and 9,11-di-cis (all-trans, 9-, 13- and 13'-mono-cis and 9,13-, 9,13'- and 13,13'-di-cis). Comparative direct photo-isomerization in acetonitrile of the above parent and analogue aldehydes showed that the kinds and the amounts of cis isomer produced in the stationary-state mixtures are drastically affected by the terminal-methyl position and by the length of the conjugated chain. The results are discussed in terms of enhanced polarization upon excitation in the terminal C=O and the neighbouring C=C bonds in the conjugated chain. (C) 1997 Published by Elsevier Science B.V.
• Retinoids and related compounds. Part 14. A novel synthesis of conjugated 4-alkylidenebutenolides and their spectral characterization
  作者：Masayoshi Ito、Yuko Katsuta、Yumiko Yamano、Kiyoshi Tsukida

  DOI：10.1039/p19930000987

  日期：——

  A novel synthesis (the sulfone method) of carotenoidal alkylidenebutenolides is described together with spectral characterization of the latter.

  描述了类胡萝卜素亚烷基丁烯内酯的新合成方法（砜法）以及后者的光谱表征。