辛-2-烯-8-酮 | 63196-63-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 辛-2-烯-8-酮
• 英文名称: (E)-oct-6-enal
• 英文别名: (E)-6-octenal；oct-6t-enal；6-Octenal
• CAS: 63196-63-4
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: KVNBGNGISDIZRP-NSCUHMNNSA-N

物化性质

• LogP：
  2.525 (est)
• 物理描述：
  Colorless oil/Green melon-like aroma
• 溶解度：
  Slightly soluble
• 密度：
  0.8536 (20 ºC)
• 折光率：
  1.4377

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  辛-2-烯-8-酮 在 sodium tetrahydroborate 作用下， 生成 (E)-2-辛烯醇
  参考文献：
  名称：

  摘要：

  We recorded electroantennograms of male and female Lygocoris pabulinus antennae to 63 insect and plant volatiles. EAGs were between 100 and 500 mu V. Overall, male EAGs were about twice the size of female EAGs. In both sexes, largest EAGs were recorded to (E)-2-hexenyl butanoate and (E)-2-hexen-1-ol. Response profiles were similar in both sexes. However, male antennae were more sensitive to a number of esters, especially the butanoates and pentanoates. Female antennae were more sensitive to nine of the 19 plant volatiles, i.e., to hexan-1-ol, heptan-1-ol, 1-octen-3-ol, 2-heptanone, (R)-carvone, linalool, geraniol, nerol, and methyl salicylate. Sexual differences in responses suggest that males are more sensitive to insect-produced pheromone-type compounds, whereas females are more sensitive to plant compounds for their orientation towards oviposition sites.

  DOI：

  10.1023/a:1020834226520
• 作为产物：
  描述：

  (E)-2-辛烯醇 以78%的产率得到辛-2-烯-8-酮
  参考文献：
  名称：

  Nishimura, Yutaka; Kitahara, Takeshi, Heterocycles, 2000, vol. 52, # 2, p. 553 - 556

  摘要：

  DOI：

文献信息

• [EN] COMPOUNDS FOR THE CONTROLLED RELEASE OF ACTIVE ALDEHYDES<br/>[FR] COMPOSES DESTINES A LA LIBERATION CONTROLEE D'ALDEHYDES ACTIFS
  申请人：FIRMENICH & CIE

  公开号：WO2003082850A1

  公开（公告）日：2003-10-09

  The present invention relates to the field of perfumery. More particularly, it concerns an aldoxane derivative of Formula (I) capable of protecting an active aldehyde R1CHO, for example a perfumery or flavor aldehyde, from a chemically aggressive medium into which they have to be added, and then of releasing said active aldehyde at the desired moment. The present invention concerns also the use of said compound in perfumery or in the flavor industry as well as the compositions or articles associated with said aldoxanes.

  本发明涉及香料领域。更具体地，涉及一种具有式（I）的aldoxane衍生物，能够保护活性醛R1CHO，例如香料或风味醛，免受化学侵蚀性介质的影响，然后在所需时释放该活性醛。本发明还涉及在香料或风味行业中使用该化合物以及与该aldoxanes相关的组合物或物品。
• Studies of Intramolecular Cyclizations of <i>N</i>-Acyliminium Ions Derived from Acyclic Ketones:  Unanticipated Stereochemical and Structural Results
  作者：Wenchun Chao、Jacob H. Waldman、Steven M. Weinreb

  DOI：10.1021/ol035046m

  日期：2003.8.1

  [reaction: see text] Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.

  [反应：见正文]已经研究了一系列（E）和（Z）-烯烃无环酮衍生的N-酰基亚胺离子的分子内环化。已经发现，反应过程和产物的立体化学都严格取决于环化底物的系链长度和烯烃几何形状。
• Intramolecular [4 + 2] cycloadditions of nitroalkenes with olefins
  作者：Scott E. Denmark、Michael S. Dappen、Christopher J. Cramer

  DOI：10.1021/ja00266a036

  日期：1986.3

  Cycloadditions stereoselectives intramoleculaires en presence de SnCl 4 de nitro-1 nonadiene-1,7 et de nitro-2 decadiene-2,8: obtention d'oxydes-3 d'hexahydro-4a,5,6,7,8,8a benzooxazines-2,3

  Cycloadditions 立体选择性分子内存在 de SnCl 4 de nitro-1 nonadiene-1,7 et de nitro-2 decadiene-2,8: 获得 d'oxydes-3 d'hexahydro-4a,5,6,7,8,8a benzooxazines -2,3
• Intramolecular [4+2]-cycloadditions of nitroalkenes with olefins. 2
  作者：Scott E. Denmark、Young-Choon Moon、Christopher J. Cramer、Michael S. Dappen、C.B.W. Senanayake

  DOI：10.1016/s0040-4020(01)89054-2

  日期：1990.1

  The intramolecular [4+2]-cycloadditions of di- and trisubstituted nitroalkenes with unactivated olefins are described. The cycloadditions proceed readily at low temperatures in the presence of SnCl4. The reactions are shown to be stereospecific in the preservation of dienophile configuration in the product. The configuration of the heterodiene controls the stereochemistry of the ring fusion but the

  描述了二和三取代的硝基烯烃与未活化的烯烃的分子内[4 + 2]-环加成。在存在SnCl 4的情况下，环加成反应在低温下容易进行。在保持产物中的亲双烯体构型方面，反应显示为立体特异性的。杂二烯的构型控制环稠合的立体化学，但是只有三取代的硝基烯烃才具有很高的选择性。一环加成率顺亲二烯物是CA。比反双亲嗜酒者快20倍。讨论了机制和过渡结构的含义
• Synthesis of Both Enantiomers of Brevioxime and Determination of Its Absolute Configuration
  作者：Ken Ishigami、Yutaka Nishimura、Takeshi Kitahara

  DOI：10.3987/com-03-s64

  日期：——

  Brevioxime is an inhibitor of juvenile hormone biosynthesis, isolated from Penicillium brevicompactum. We synthesized both enantiomers of brevioxime and determined the absolute configuration of natural product as S.

  Brevioxime 是一种保幼激素生物合成的抑制剂，从 Penicillium brevicompactum 中分离出来。我们合成了短缩肟的两种对映异构体，并确定了天然产物的绝对构型为 S。