12-Tetrahydropyranyloxydodeca-1,3(E)-diene | 70863-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 12-Tetrahydropyranyloxydodeca-1,3(E)-diene
• 英文别名: 1-(tetrahydropyranyloxy)-9(E),11-dodecadiene；(E)-12-(Tetrahydropyran-2-yloxy)-1,3-dodecadien；2-[(9E)-dodeca-9,11-dienoxy]oxane
• CAS: 70863-83-1
• 化学式: C₁₇H₃₀O₂
• 分子量: 266.424
• InChiKey: JVCZICIZQUFDEZ-ONEGZZNKSA-N

物化性质

• 沸点：
  371.7±42.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  12-Tetrahydropyranyloxydodeca-1,3(E)-diene 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 (E)-十二碳-9,11-二烯基乙酸酯
  参考文献：
  名称：

  Vig, O. P.; Sharma, M. L.; Verma, N. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 8, p. 692 - 694

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-8-(四氢吡喃氧基)辛烷 在 lithium aluminium tetrahydride 、 正丁基锂 、 四丁基溴化铵 、 对甲苯磺酰氯 、 lithium chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 56.67h， 生成 12-Tetrahydropyranyloxydodeca-1,3(E)-diene
  参考文献：
  名称：

  Ochiai, Masahito; Ukita, Tatsuzo; Fujita, Eiichi, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 5, p. 1641 - 1645

  摘要：

  DOI：

文献信息

• A highly stereo- and regioselective synthesis of (E)-1,3-dienes and (E,E)-1,3,5-trienes
  作者：Toshio Hayashi、Masako Yanagida、Yuko Matsuda、Takeshi Oishi

  DOI：10.1016/s0040-4039(00)87972-1

  日期：1983.1

  (E)-1-,3-dodecadien-1-yl acetate, an insect sex pheromone of the red bollworm moth and (E,E)-1,3.5-undecatriene, a component of Dictyopteris and Galbanum were synthesized in a highly stereo- and regioselective manner from allyl and pentadienyl dithiocarbamates, respectively.

  （E）-1-，3-dodecadien-1-ylacetate（红铃虫蛾的昆虫性信息素）和（E，E）-1,3.5-十一碳三烯（双翅目和Galbanum的成分）以高度立体合成烯丙基和戊二烯基二硫代氨基甲酸酯的-和区域选择性方式。
• Singh, Vasundhara; Vig, Rakesh; Trehan, I R, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 1, p. 50 - 52
  作者：Singh, Vasundhara、Vig, Rakesh、Trehan, I R、Kad, G L

  DOI：——

  日期：——
• KOZIMA, SINPEI;ISHII, TOSHIYUKI;TSUBOI, TAKASHI;KAWANISI, MITUYOSI;MIZUNO+, CHEM. EXPRESS, 2,(1987) N 5, 301-304
  作者：KOZIMA, SINPEI、ISHII, TOSHIYUKI、TSUBOI, TAKASHI、KAWANISI, MITUYOSI、MIZUNO+

  DOI：——

  日期：——
• KODZIMA, SIMPEHJ;KAVANISI, KADZUMI;ISII, TOSIYUKI;XITOKO, TORADZO
  作者：KODZIMA, SIMPEHJ、KAVANISI, KADZUMI、ISII, TOSIYUKI、XITOKO, TORADZO

  DOI：——

  日期：——
• Identification of Sex Pheromone Components of Nettle Caterpillar, Setothosea asigna
  作者：Yorianta Sasaerila、Gerhard Gries、Grigori Khaskin、Regine Gries

  DOI：10.1023/b:joec.0000006438.03728.1a

  日期：1997.9

  Gas chromatographic-electroantennographic detection (GC-EAD) analyses of female nettle caterpillar, Setothosea asigna, pheromone gland extracts revealed seven antennally active compounds. Based on their retention indices on three fused silica columns (DB-5, DB-23, and DB-210), these compounds were hypothesized and, through comparative GC, GC-EAD and GC-mass spectrometry with authentic standards, confirmed to be Delta 10-undecenal, dodecanal, (E)-9-dodecenal (E9-12:Ald), (Z)-9-dodecenal, (E)-9-dodecen-1-ol, (E)-9,11-dodecadienal (E9,11-12: Ald), and (E)-9,11-dodecadienol. E9-12:Ald and E9,11-12:Ald were most abundant in female S, asigna pheromone extracts. In field trapping experiments in Palembang, Indonesia, synthetic E9-12:Ald and E9,11-12:Ald at a 1:1 ratio, but not singly, attracted S. asigna males. Attractiveness of these two aldehydes could not be enhanced further through the addition of their corresponding alcohols and/or other aldehydic candidate pheromone components. Use of E9-12:Ald and E9,11-12:Ald for pheromone-based monitoring of S. asigna populations will require lure formulations that minimize pheromone degradation by ultraviolet radiation and atmospheric oxidation.