(2Z,6Z)-1,1-二乙氧基壬-2,6-二烯 | 67674-37-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2Z,6Z)-1,1-二乙氧基壬-2,6-二烯
• 中文别名: 1,1-二乙氧基-(Z,Z)-2,6-壬二烯
• 英文名称: nona-2(Z),6(Z)-dienal diethyl acetal
• 英文别名: 1,1-diethoxy-(2Z,6Z)-2,6-nonadiene；(2Z,6Z)-1,1-diethoxy-2,6-nonadiene；nona-2c,6c-dienal-diethylacetal；1,1-Diaethoxy-nona-2c,6c-dien；Nona-2c,6c-dienal-diaethylacetal；(2Z,6Z)-1,1-Diethoxynona-2,6-diene
• CAS: 67674-37-7
• 化学式: C₁₃H₂₄O₂
• 分子量: 212.332
• InChiKey: GCIRJCKOUVCUBZ-MQEUWQHPSA-N

物化性质

• LogP：
  4.253 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  9
• 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：

  (2Z,6Z)-1,1-二乙氧基壬-2,6-二烯 在 盐酸 作用下， 以 正己烷 、 水 为溶剂， 反应 0.5h， 以52.56 g的产率得到反-2-,顺-6-壬二烯醛
  参考文献：
  名称：

  (2E ,6Z)-2,6-壬二烯醛和(2E)-顺-6,7-环氧-2-壬烯醛的制备法

  摘要：

  本发明提供一种制备(2E,6Z)‑2,6‑壬二烯醛的方法，该方法至少包括以下步骤：使通式为Ar3P＝CH(CH2)2CH＝CHCH(OR1)(OR2)的(6,6‑二烷氧基‑4‑己烯基)三芳基膦化合物与丙醛进行维蒂希反应，以形成通式(6)的1,1‑二烷氧基‑(6Z)‑2,6‑壬二烯化合物；使1,1‑二烷氧基‑(6Z)‑2,6‑壬二烯化合物水解以形成(2E,6Z)‑2,6‑壬二烯醛。还提供了制备式(8)的(2E)‑顺‑6,7‑环氧‑2‑壬烯醛的方法，该方法包括将所获得的(2E,6Z)‑2,6‑壬二烯醛进行环氧化以形成(2E)‑顺‑6,7‑环氧‑2‑壬烯醛的步骤。

  公开号：

  CN110551009A
• 作为产物：
  描述：

  (6Z)-1,1-diethoxy-6-nonen-2-yne 在 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (2Z,6Z)-1,1-二乙氧基壬-2,6-二烯
  参考文献：
  名称：

  PROCESS FOR PREPARING A 5-ALKEN-1-YNE COMPOUND, (6Z)-1,1-DIALKOXY-6-NONEN-2-YNE COMPOUND, (2E,6Z)-2,6-NONADIENAL AND (2E)-CIS-6,7-EPOXY-2-NONENAL, AND 1,1-DIALKOXY-6-NONEN-2-YNE COMPOUND

  摘要：

  本发明的目的是提供一种以低成本高效制备5-烯-1-炔化合物的方法，以及利用上述制备5-烯-1-炔化合物的方法制备(2E,6Z)-2,6-辛二烯醛的方法。提供了一种制备以下化学式（4）的5-烯-1-炔化合物的方法：Y-Z-CR1═CR2—(CH2)2—C≡CH（4），其中化学式（4）中的Y代表氢原子或羟基，该方法包括至少以下步骤：将（i）由以下化学式（1）的卤代烯烃化合物制备的烯基镁卤化物化合物：Y-Z-CR1═CR2—(CH2)2-X1（1）和（ii）以下化学式（2）的炔烃化合物：X2=C≡C—Si(R3)(R4)(R5)（2）进行偶联反应，形成以下化学式（3）的硅烷化合物：Y-Z-CR1═CR2—(CH2)2—C≡C—Si(R3)(R4)(R5)（3）；并将硅烷化合物（3）进行去硅反应，形成5-烯-1-炔化合物（4）。

  公开号：

  US20200048161A1

文献信息

• Process for preparing (2E,6Z)-2,6-nonadienal and a process for preparing (2E)-cis 6,7-epoxy-2-nonenal
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10662166B2

  公开（公告）日：2020-05-26

  Provided herein are convenient and efficient processes for preparing (2E,6Z)-2,6-nonadienal and (2E)-6,7-epoxy-2-nonenal with a reduced number of steps. For instance, provided herein is a process for preparing (2E,6Z)-2,6-nonadienal, including at least steps of subjecting a (6,6-dialkoxy-4-hexenylidene)triarylphosphorane compound of the general formula: Ar3P═CH(CH2)2CH═CHCH(OR1)(OR2) to a Witting reaction with propanal to form a 1,1-dialkoxy-(6Z)-2,6-nonadiene compound of the general formula (6); and subjecting the 1,1-dialkoxy-(6Z)-2,6-nonadiene compound to hydrolysis to form (2E,6Z)-2,6-nonadienal. Also provided is a process for preparing (2E)-cis-6,7-epoxy-2-nonenal of the formula (8), comprising a step of subjecting (2E,6Z)-2,6-nonadienal thus obtained to epoxidation to form (2E)-cis-6,7-epoxy-2-nonenal.

  本发明提供了制备(2E,6Z)-2,6-壬二烯醛和(2E)-6,7-环氧-2-壬烯醛的方便有效的工艺，减少了步骤数。 例如，本发明提供了一种制备(2E,6Z)-2,6-壬二烯醛的工艺，至少包括以下步骤：将通式为(6,6-二烷氧基-4-亚己烯基)的三芳基磷烷化合物： Ar3P═CH(CH2)2CH═CHCH(OR1)(OR2)与丙醛进行Witting反应，生成通式(6)的1,1-二烷氧基-(6Z)-2,6-壬二烯化合物；以及将1,1-二烷氧基-(6Z)-2,6-壬二烯化合物进行水解，生成(2E,6Z)-2,6-壬二烯醛。还提供了一种制备式（8）的(2E)-顺式-6,7-环氧-2-壬烯醛的工艺，包括将由此获得的(2E,6Z)-2,6-壬二烯醛进行环氧化反应生成(2E)-顺式-6,7-环氧-2-壬烯醛的步骤。
• Process for preparing a 5-alken-1-yne compound, (6Z)-1,1-dialkoxy-6-nonen-2-yne compound, (2E,6Z)-2,6-nonadienal and (2E)-cis-6,7-epoxy-2-nonenal, and 1,1-dialkoxy-6-nonen-2-yne compound
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10781146B2

  公开（公告）日：2020-09-22

  The object of the present invention is to provide a process for preparing a 5-alken-1-yne compound efficiently at low costs and a process for preparing (2E,6Z)-2,6-nonadienal by making use of the aforesaid process for preparing the 5-alken-1-yne compound. There is provided a process for preparing a 5-alken-1-yne compound of the following formula (4): Y—Z—CR1═CR2—(CH2)2—C≡CH (4) in which Y in formula (4) represents a hydrogen atom or a hydroxyl group, the process comprising at least steps of: subjecting (i) an alkenylmagnesium halide compound prepared from a haloalkene compound of the following formula (1): Y—Z—CR1═CR2—(CH2)2—X1 (1) and (ii) an alkyne compound of the following formula (2): X2—C≡C—Si(R3)(R4)(R5) (2) to a coupling reaction to form a silane compound of the following formula (3): Y—Z—CR1═CR2—(CH2)2—C≡C—Si(R3)(R4)(R5) (3); and subjecting the silane compound (3) to a desilylation reaction to form the 5-alken-1-yne compound (4).

  本发明的目的是提供一种低成本高效率地制备 5-烯-1-炔化合物的工艺，以及利用上述制备 5-烯-1-炔化合物的工艺制备 (2E,6Z)-2,6-壬二烯醛的工艺。 本发明提供了一种制备下式（4）的 5-烯-1-炔化合物的工艺：Y-Z-CR1═CR2-(CH2)2-C≡CH(4)，其中式(4)中的Y代表氢原子或羟基，该工艺至少包括以下步骤：使(i)由下式(1)的卤代烃化合物制备的烯基卤化镁化合物：Y-Z-CR1═CR2-( )2-X1(1)和(ii)下式(2)的烷烃化合物：X2-C≡C-Si(R3)(R4)(R5) (2) 进行偶联反应，生成下式(3)的硅烷化合物：Y-Z-CR1═CR2-( )2-C≡C-Si(R3)(R4)(R5) (3)；将硅烷化合物(3)进行脱硅反应，形成 5-烯-1-炔化合物(4)。
• 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.