non-3-enal | 109351-28-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: non-3-enal
• 英文别名: (E)-3-nonenal；trans-2-octenal；(E)-non-3-enal；3-(Z)-nonenal；3-Nonenal
• CAS: 109351-28-2
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: YXEAENVLZOODMT-VOTSOKGWSA-N

物化性质

• 沸点：
  196.5±9.0 °C(Predicted)
• 密度：
  0.834±0.06 g/cm3(Predicted)
• LogP：
  2.960 (est)
• 保留指数：
  1100

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

反应信息

• 作为反应物：
  描述：

  non-3-enal 在 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (E)-undeca-1,5-dien-3-one
  参考文献：
  名称：

  Influence of the Chemical Structure on Odor Qualities and Odor Thresholds in Homologous Series of Alka-1,5-dien-3-ones, Alk-1-en-3-ones, Alka-1,5-dien-3-ols, and Alk-1-en-3-ols

  摘要：

  Odor qualities and odor thresholds in air in homologous series of synthesized alk-1-en-3-ols and alka-1,5-dien-3-ols and their corresponding ketones were evaluated by gas chromatography-olfactometry. In the series of the alk-1-en-3-ols and alk-1-en-3-ones the odor quality changed successively from pungent for the compounds with five carbon atoms via metallic, vegetable-like for the six- and seven-carbon odorants to mushroom-like for the compounds with eight and nine carbon atoms. With further increase in chain length the mushroom-like impression decreased and changed to citrus-like, soapy, or herb-like. In both series, two odor threshold minima were found for the six-carbon and also for the eight- and nine-carbon odorants, respectively. In contrast to this, the odor qualities in the series of the (Z)- and (E)-alka-1,5-dien-3-ols and their corresponding ketones did not change significantly with geranium-like, metallic odors and an increasing mushroom-like odor note with increasing chain length. The lowest thresholds were found for the eight- and nine-carbon (Z)-compounds, respectively.

  DOI：

  10.1021/jf404885j
• 作为产物：
  描述：

  3-壬烯-1-醇,(3E)- 在 2,2,6,6-四甲基哌啶氧化物 作用下， 以 二氯甲烷 为溶剂， 以41%的产率得到non-3-enal
  参考文献：
  名称：

  通过向醛中添加改性的同烯酸钛，可轻松获得芳香活性不饱和γ-内酯

  摘要：

  均一Reformatsky反应（其中将酯的金属均烯酸酯添加到醛中）适用于从不饱和的可烯醇化的醛中生产γ-内酯。通过使用高纯钛酸钛，一步合成11种不同的γ-内酯，从容易获得的醛中获得中等至良好的收率。特别地，该方法允许快速制备一系列在双键的位置和构型上不同的C 12不饱和γ-内酯。这些参考化合物将用于鉴定黄油中以前未知的内酯。提供了合成内酯的色谱，光谱和感官描述。

  DOI：

  10.1021/jf104711x

文献信息

• Diastereoselective Three-Component 3,4-Amino Oxygenation of 1,3-Dienes Catalyzed by a Cationic Heptamethylindenyl Rhodium(III) Complex
  作者：Finn Burg、Tomislav Rovis

  DOI：10.1021/jacs.1c09276

  日期：2021.11.3

  tool to rapidly access β-amino alcohols–a privileged motif ubiquitous in natural products, pharmaceuticals and agrochemicals. Although a variety of expedient methods are established for simple alkenes, selective amino oxygenation of 1,3-dienes is less explored. Within this context, methods for the oxyamination of 1,3-dienes that are selective for the internal position remain unprecedented. We herein report

  烯烃的直接氧胺化是快速获得 β-氨基醇的有力工具，β-氨基醇是天然产物、药物和农用化学品中普遍存在的一种特殊基序。尽管针对简单烯烃建立了多种权宜之计，但对 1,3-二烯烃的选择性氨基氧化作用的探索较少。在这种情况下，对内部位置具有选择性的 1,3-二烯的氧胺化方法仍然是前所未有的。我们在此报告了一种模块化的三组分方法来执行由阳离子七甲基茚基 (Ind*) Rh(III) 配合物催化的 1,3-二烯的内部和高度非对映选择性氨基氧化。
• [EN] PHOTOLABILE ACETAL AND KETAL COMPOUNDS FOR THE CONTROLLED RELEASE OF ACTIVE VOLATILE CARBONYL COMPOUNDS<br/>[FR] COMPOSÉS ACÉTALS ET CÉTALS PHOTOLABILES POUR LA LIBÉRATION CONTRÔLÉE DE COMPOSÉS DE CARBONYLE VOLATILS ACTIFS
  申请人：FIRMENICH & CIE

  公开号：WO2016116420A1

  公开（公告）日：2016-07-28

  The present invention relates to a delivery system based on photosensitive acetal or ketal compounds capable of liberating upon exposure to light an active volatile carbonyl compound in a controlled manner from a surface into the surrounding. The delivery system can be used to release active substances such as flavors, fragrances, malodor counteractants, insect attractants or insect repellents. The invention also relates to the use of said acetal or ketal compounds in perfumery, as well as in perfuming compositions or perfumed consumer articles.

  本发明涉及一种基于光敏缩醛或缩酮化合物的递送系统，该系统能够在光照下以可控方式从表面释放出活性挥发性羰基化合物进入周围环境。该递送系统可用于释放活性物质，如香料、香味、恶臭中和剂、昆虫引诱剂或昆虫驱避剂。本发明还涉及所述缩醛或缩酮化合物在香水制造中的应用，以及在香精组合物或香氛消费品中的应用。
• γ,δ- andδ,ɛ-Unsaturated Aldehydes fromγ- andδ-Lactones in One Step. Preliminary Communication
  作者：Wolfgang Giersch、Ferdinand Naef

  DOI：10.1002/hlca.200490153

  日期：2004.7

  A one-step transformation of γ- and δ-(spiro)lactones into γ,δ- and δ,ε-unsaturated aldehydes with an excess of formic acid in the vapor phase over a supported manganese catalyst is described for the first time. The scope and limitations of this new reaction are shown with different lactones as substrate, and a mechanistic rationale is proposed.

  的一步法转化γ -和δ - （螺）内酯成γ，δ -和δ，ε不饱和醛与在气相中在支撑锰催化剂的过量的甲酸的首次被描述。以不同的内酯为底物，显示了该新反应的范围和局限性，并提出了机理学依据。
• [EN] PRO-PERFUME COMPOSITIONS<br/>[FR] COMPOSITIONS DE PROPARFUM
  申请人：FIRMENICH & CIE

  公开号：WO2021123144A1

  公开（公告）日：2021-06-24

  The present invention relates to a perfuming composition comprising at least two properfume compounds selected from the group consisting of a pro-perfume compound releasing a perfume compound upon exposure to light, a pro-perfume compound releasing a perfume compound upon exposure to air/oxygen, a pro-perfume compound releasing a perfume compound upon exposure to heat, a pro-perfume compound releasing a perfume compound upon exposure to moisture and a pro-perfume compound releasing a perfume compound upon exposure to enzymes. The present invention further concerns a perfumed consumer product comprising the inventive perfuming composition, as well as the use of the inventive perfuming composition for improving, enhancing, conferring and/or modifying the fragrance impression and/or fragrance intensity of a consumer product.

  本发明涉及一种香水组合物，包括至少两种从以下组成的适当香气化合物中选择的香气化合物：一种在光照下释放香水化合物的前香水化合物，一种在空气/氧气暴露下释放香水化合物的前香水化合物，一种在热暴露下释放香水化合物的前香水化合物，一种在湿气暴露下释放香水化合物的前香水化合物以及一种在酶暴露下释放香水化合物的前香水化合物。本发明进一步涉及一种含有创新香水组合物的香水消费产品，以及使用创新香水组合物来改善、增强、赋予和/或修改消费产品的香气印象和/或香气强度。
• Stereoselective Cross‐Coupling of Grignard Reagents and Conjugated Dienylbromides using Iron Salts with Magnesium Alkoxides
  作者：Pablo Chourreu、Olivier Guerret、Loïc Guillonneau、Eric Gayon、Guillaume Lefèvre

  DOI：10.1002/ejoc.202100844

  日期：2021.9.7

  Synthesis of dienic scaffolds by Fe-mediated coupling between Grignard reagents and dienyl bromides is reported. This methodology involves the use of magnesium alkoxides as additives, and can be applied to targets of industrial interest, such as insect pheromones. Mechanistic studies suggest that the active species is an organoiron(II) complex, showing that no reduction of the precursor to low oxidation

  报道了通过格氏试剂和二烯基溴之间的 Fe 介导的偶联合成二烯支架。该方法涉及使用烷氧基镁作为添加剂，并且可以应用于具有工业意义的目标，例如昆虫信息素。机理研究表明，活性物质是一种有机铁 (II) 复合物，表明不需要将前体还原为低氧化态。