nona-2,6-diynal-diethylacetal | 106380-28-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: nona-2,6-diynal-diethylacetal
• 英文别名: 1,1-Diaethoxy-nona-2,6-diin；Nona-2,6-diinal-diaethylacetal；1,1-Diethoxy-2,6-nonadiyne；1,1-diethoxynona-2,6-diyne
• CAS: 106380-28-3
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: FQCAIUQWNUDRSS-UHFFFAOYSA-N

物化性质

• 沸点：
  104-105 °C(Press: 0.3 Torr)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 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：

  nona-2,6-diynal-diethylacetal 在 palladium on barium sulfate 硫酸 、 氢气 作用下， 以 乙酸乙酯 、 丙酮 为溶剂， 反应 4.0h， 生成 反-2-,顺-6-壬二烯醛
  参考文献：
  名称：

  An isotopic study (2H and 18O) of the enzymic conversion of linoleic acid into colneleic acid with carbon chain fracture: the origin of shorter chain aldehydes

  摘要：

  Contrary to earlier reports, the divinyl 9-ether oxygen of coloneleic acid is shown by experiment with O-18(2) to originate from oxygen, not water. Using [9,10,12,13-H-2(4)]-9(S)-hydroperoxyoctadeca-10(E), 12(Z)-dienoic acid, made enzymically from synthetic [9,10,12,13-H-2(4)]linoleic acid, it is found that the distribution of deuterium as determined by NMR and mass spectrometry in the fractured carbon chain of colneleic acid formed by potato enzyme, is consistent with the intervention of an epoxycarbonium ion intermediate. Though divinyl acids such as colneleic and colnelenic acid give the expected shorter chain aldehydes on treatment with aqueous acid, it is likely that the latter are formed in most plants by trapping of a monovinyl oxonium ion rather than by rehydration of colneleic and colnelenic acid.

  DOI：

  10.1039/p19910000567
• 作为产物：
  描述：

  octa-1,5-diyne 以66%的产率得到nona-2,6-diynal-diethylacetal
  参考文献：
  名称：

  An isotopic study (2H and 18O) of the enzymic conversion of linoleic acid into colneleic acid with carbon chain fracture: the origin of shorter chain aldehydes

  摘要：

  Contrary to earlier reports, the divinyl 9-ether oxygen of coloneleic acid is shown by experiment with O-18(2) to originate from oxygen, not water. Using [9,10,12,13-H-2(4)]-9(S)-hydroperoxyoctadeca-10(E), 12(Z)-dienoic acid, made enzymically from synthetic [9,10,12,13-H-2(4)]linoleic acid, it is found that the distribution of deuterium as determined by NMR and mass spectrometry in the fractured carbon chain of colneleic acid formed by potato enzyme, is consistent with the intervention of an epoxycarbonium ion intermediate. Though divinyl acids such as colneleic and colnelenic acid give the expected shorter chain aldehydes on treatment with aqueous acid, it is likely that the latter are formed in most plants by trapping of a monovinyl oxonium ion rather than by rehydration of colneleic and colnelenic acid.

  DOI：

  10.1039/p19910000567

文献信息

• An isotopic study (2H and 18O) of the enzymic conversion of linoleic acid into colneleic acid with carbon chain fracture: the origin of shorter chain aldehydes
  作者：Leslie Crombie、David O. Morgan、Elisabeth H. Smith

  DOI：10.1039/p19910000567

  日期：——

  Contrary to earlier reports, the divinyl 9-ether oxygen of coloneleic acid is shown by experiment with O-18(2) to originate from oxygen, not water. Using [9,10,12,13-H-2(4)]-9(S)-hydroperoxyoctadeca-10(E), 12(Z)-dienoic acid, made enzymically from synthetic [9,10,12,13-H-2(4)]linoleic acid, it is found that the distribution of deuterium as determined by NMR and mass spectrometry in the fractured carbon chain of colneleic acid formed by potato enzyme, is consistent with the intervention of an epoxycarbonium ion intermediate. Though divinyl acids such as colneleic and colnelenic acid give the expected shorter chain aldehydes on treatment with aqueous acid, it is likely that the latter are formed in most plants by trapping of a monovinyl oxonium ion rather than by rehydration of colneleic and colnelenic acid.
• Plagioclase-rich chondrules in the reduced CV chondrites: Evidence for complex formation history and genetic links between calcium-aluminum-rich inclusions and ferromagnesian chondrules
  作者：Alexander N. KROT、Ian D. HUTCHEON、Klaus KEIL

  DOI：10.1111/j.1945-5100.2002.tb01103.x

  日期：2002.2

  Abstract— Plagioclase‐rich chondrules (PRCs) in the reduced CV chondrites Efremovka, Leoville, Vigarano and Grosvenor Mountains (GRO) 94329 consist of magnesian low‐Ca pyroxene, Al‐Ti‐Cr‐rich pigeonite and augite, forsterite, anorthitic plagioclase, FeNi‐metal‐sulfide nodules, and crystalline mesostasis composed of silica, anorthitic plagioclase and Al‐Ti‐Cr‐rich augite. The silica grains in the mesostases of the CV PRCs are typically replaced by hedenbergitic pyroxenes, whereas anorthitic plagioclase is replaced by feldspathoids (nepheline and minor sodalite). Some of the PRCs contain regions that are texturally and mineralogically similar to type I chondrules and consist of forsterite, low‐Ca pyroxene and abundant FeNi‐metal nodules. Several PRCs are surrounded by igneous rims or form independent compound objects. Twelve PRCs contain relic calcium‐aluminum‐rich inclusions (CAIs) composed of anorthite, spinel, high‐Ca pyroxene, ± forsterite, and ± Al‐rich low‐Ca pyroxene. Anorthite of these CAIs is generally more heavily replaced by feldspathoids than anorthitic plagioclase of the host chondrules. This suggests that either the alteration predated formation of the PRCs or that anorthite of the relic CAIs was more susceptible to the alteration than anorthitic plagioclase of the host chondrules. These observations and the presence of igneous rims around PRCs and independent compound PRCs suggest that the CV PRCs may have had a complex, multistage formation history compared to a more simple formation history of the CR PRCs.Relatively high abundances of moderately‐volatile elements such as Cr, Mn and Si in the PRCs suggests that these chondrules could not have been produced by volatilization of ferromagnesian chondrule precursors or by melting of refractory materials only. We infer instead that PRCs in carbonaceous chondrites formed by melting of the reduced chondrule precursors (magnesian olivine and pyroxene, FeNi‐metal) mixed with refractory materials (relic CAIs) composed of anorthite, spinel, high‐Ca pyroxene, and forsterite. The mineralogical, chemical and textural similarities of the PRCs in several carbonaceous chondrite groups (CV, CO, CH, CR) and common presence of relic CAIs in these chondrules suggest that PRCs may have formed in the region(s) intermediate between the regions where CAIs and ferromagnesian chondrules originated.