2E,4E-5,9-dimethyldeca-2,4-8-trienal | 86306-35-6

• 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,4E-5,9-dimethyldeca-2,4-8-trienal
• 英文别名: 5,9-dimethyl-deca-2,4,8-trienal；(2E,4E)-5,9-dimethyl-deca-2,4,8-trienal；(2E,4E)-5,9-dimethyldeca-2,4,8-trienal
• CAS: 86306-35-6
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: BSKPLLBQVGLMGO-CGJKORLASA-N

物化性质

• 沸点：
  288.1±19.0 °C(Predicted)
• 密度：
  0.872±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2E,4E-5,9-dimethyldeca-2,4-8-trienal 在 silver nitrate 作用下， 以 乙醇 为溶剂， 生成 5,9-Dimethyl-decatrien-(2,4-trans,8)-saeure-1
  参考文献：
  名称：

  Meisters,A.; Wailes,P.C., Australian Journal of Chemistry, 1960, vol. 13, p. 110 - 120

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3,7-二甲基-2,6-辛二烯醛 在 lithium aluminium tetrahydride 、 sodium acetate 、 sodium hydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 13.5h， 生成 2E,4E-5,9-dimethyldeca-2,4-8-trienal
  参考文献：
  名称：

  Sharma, M. L.; Barmaki, Mohammad; Talwar, K. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 11, p. 1049 - 1051

  摘要：

  DOI：

文献信息

• Two-carbon homologation of aldehydes. Synthesis of trans-α,β-unsaturated aldehydes
  作者：Jorge A. Cabezas、Allan C. Oehlschlager

  DOI：10.1016/0040-4039(95)01012-7

  日期：1995.7

  2-tri-n-Butylstannylvinyl ethers are useful synthetic equivalents of acetaldehyde in 2-carbon homologation reactions. When reacted with aldehydes in the presence of BF3·OEt2 the corresponding trans-α,β-unsaturated aldehydes are obtained in high yield.

  2-三-正丁基锡烷基乙烯基醚在2-碳同系化反应中是乙醛的有用合成当量。当与醛在BF的存在下反应3 ·OET 2相应的反式- α，β以高收率得到β-不饱和醛。
• Über ein bicyclisches Lacton aus Citryliden-essigsäure
  作者：P. De Tribolet、G. Gamboni、H. Schinz

  DOI：10.1002/hlca.19580410615

  日期：——

  By the REFORMATZKY reaction between citral and ethyl bromoacetate, ethyl citrylideneacetate and a partly cristallized bicyclic δ-lactone have been obtained. The lactone, m. p. 64°, not noticed by other workers, has been studied. The saturated dihydro compound, m. p. 36°, has been prepared. Reduction of the two lactones gave the two corresponding monocyclic diols, m. p. 119° and 80° respectively. The

  通过柠檬酸和溴代乙酸乙酯之间的REFORMATZKY反应，获得了亚柠檬基乙酸乙酯和部分结晶的双环δ-内酯。内酯，熔点64°，尚未被其他工人注意到。制备了饱和的二氢化合物，熔点36°。两种内酯的还原得到两种相应的单环二醇，分别为mp 119°和80°。二醇mp 119°已经用臭氧和CrO 3氧化，得到化合物C 12 H 20 O 3。
• Lewis Acid-Catalyzed Intramolecular [2 + 2] Cycloaddition of α-Ester-Substituted Conjugated Dienyl- and Trienylphosphonates. New Synthesis of Functionalized Cyclic Terpenoids
  作者：Tatsuo Okauchi、Toshihito Kakiuchi、Naotaka Kitamura、Tomohisa Utsunomiya、Junji Ichikawa、Toru Minami

  DOI：10.1021/jo971153g

  日期：1997.11.1

  condensation, underwent intramolecular [2 + 2] cycloaddition in the presence of Lewis acid to form bicyclo[4.2.0] (26-57% yield) and bicyclo[3.2.0]skeleton (14-38% yield), respectively. Similar treatment of homologous 1,3-dienylphosphonate 11 and 1,3,5-trienylphosphonate 12 resulted in the formation of ionone derivatives (30-94% yield). The intramolecular cycloaddition reaction was applicable to several

  通过Knoevenagel缩合制备的α-酯取代的1,3-二烯基膦酸酯7和8，在路易斯酸存在下进行分子内[2 + 2]环加成反应，形成双环[4.2.0]（产率26-57％），并且双环[3.2.0]骨架（产率14-38％）。同源的1，3-二烯基膦酸酯11和1，3，5-三烯基膦酸酯12的类似处理导致紫罗兰酮衍生物的形成（30-94％产率）。分子内环加成反应适用于几种带有酯基的共轭二烯。
• Peptide-antagonists of bombesin/GRP
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0468497A2

  公开（公告）日：1992-01-29

  A method for controlling the growth of tumor tissues, especially small cell lung and prostatic carcinomas, and gastric acid secretion, causative and symptomatic of, peptic (esophageal, gastric, and duodenal) ulcers. Treatment comprises administering to a patient in need thereof, an effective amount of a bombesin/GRP type inhibitor. Antagonists of bombesin/GRP which are derivatives of naturally occurring bombesin/GRP possessing a thiomethylene or methylene sulfoxide bond connecting the two amino acids on the carboxy terminal end is modified are described. The antagonism is confirmed using conventional competitive binding and biochemical assays as well as conventional physiological tests and the use of these derivatives in a variety of conditions in which bombesin/GRP is implicated is also described.

  一种控制肿瘤组织（特别是小细胞肺癌和前列腺癌）生长和胃酸分泌的方法，胃酸分泌是消化性（食管、胃和十二指肠）溃疡的致病因素和症状。治疗方法包括向有需要的患者施用有效量的蚕豆蛋白/GRP 型抑制剂。 本文描述了蚕豆蛋白/GRP的拮抗剂，它们是天然蚕豆蛋白/GRP的衍生物，具有连接羧基末端两个氨基酸的硫亚甲基或亚甲基亚砜键。使用传统的竞争性结合和生化测定法以及传统的生理测试证实了这种拮抗作用，还介绍了这些衍生物在涉及γ-胰高血糖素的各种情况下的应用。
• Acidic ionic liquid-catalyzed homologation of the polyene chain in α,β-enals (polyenals)
  作者：Galina V. Kryshtal、Galina M. Zhdankina、Nikolai V. Ignat’ev、Michael Schulte、Sergei G. Zlotin

  DOI：10.1016/j.tet.2010.11.005

  日期：2011.1

  An efficient green-chemistry synthesis of conjugated polyenals from alpha,beta-enals, orthoesters, and alkyl vinyl ethers promoted by acidic ionic liquid [emim][HSO4] is described. The ionic liquid can be reused at least three times without any decrease in product yields. (C) 2010 Elsevier Ltd. All rights reserved.