(E)-2-phenylhex-2-enal | 94133-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-phenylhex-2-enal
• 英文别名: (2E)-2-phenylhex-2-enal；2-Phenylhex-2-enal
• CAS: 94133-59-2
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: LYAVRIBWJOVBLZ-GHXNOFRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-苄基-1H-吲哚-2,3-二酮 、 (E)-2-phenylhex-2-enal 在 2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine 、 2,6-双(三氟甲基)苯甲酸 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  α-支链环烯与靛红的直接催化对映选择性长链醛醇缩醛反应

  摘要：

  描述了α-取代的α，β-不饱和醛与靛红的直接乙烯基醇醛缩醛反应。该化学试剂提供了易于获得的有价值的3-取代的3-羟基羟吲哚衍生物，具有很高的立体控制性和完美的γ位选择性。初步的机理研究表明，取决于α-支链烯基取代基的性质，两种不同的反应机理可以起作用，从而导致不同的产物和立体化学结果。

  DOI：

  10.1021/ol302711w
• 作为产物：
  描述：

  碘苯 、 2-(hexa-1,2-dienyloxy)tetrahydro-2H-pyran 在 palladium diacetate sodium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以80%的产率得到(E)-2-phenylhex-2-enal
  参考文献：
  名称：

  Palladium-catalysed Heck reaction on 1,2-dien-1-ols: a stereoselective synthesis of α-arylated α,β-unsaturated aldehydes

  摘要：

  A new methodology for preparing alpha-arylated alpha,beta-unsaturated aldehydes is reported. The starting materials are all commercially available alkyn-1-ols (la-c) that have been easily isomerised to the corresponding allenes (2a-c). The key step is the Heck coupling of the 1,2-dien-1-ols with a series of iodo- and bromoarene. The products have been synthesised in good yields, and the reactions were carried out under very mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.081

文献信息

• Enantioselective Organocatalytic Alkylation of Aldehydes and Enals Driven by the Direct Photoexcitation of Enamines
  作者：Mattia Silvi、Elena Arceo、Igor D. Jurberg、Carlo Cassani、Paolo Melchiorre

  DOI：10.1021/jacs.5b01662

  日期：2015.5.20

  Disclosed herein is a photo-organocatalytic enantioselective α- and γ-alkylation of aldehydes and enals, respectively, with bromomalonates. The chemistry uses a commercially available aminocatalyst and occurs under illumination by a fluorescent light bulb in the absence of any external photoredox catalyst. Mechanistic investigations reveal the previously hidden ability of transiently generated enamines

  本文公开了醛和烯醛分别与溴丙二酸酯的光有机催化对映选择性α-和γ-烷基化。该化学反应使用市售的氨基催化剂，在没有任何外部光氧化还原催化剂的情况下，在荧光灯泡的照射下发生。机理研究揭示了先前隐藏的瞬时生成的烯胺在光吸收后直接达到电子激发态的能力，同时连续触发有机卤化物中反应性自由基物种的形成。同时，基态手性烯胺为对映选择性烷基化过程提供有效的立体化学诱导。
• Furfuryl propyl disulfide as a flavoring agent and methods for preparing and using same
  申请人：——

  公开号：US20020110628A1

  公开（公告）日：2002-08-15

  This invention pertains to a method for flavoring an ingestible composition with a flavoring agent, furfuryl propyl disulfide, in organoleptically purified form, unaccompanied by substances of natural origin present in cooked beef and onions. The flavoring agent may be used in a wide variety of ingestible vehicles to augment or enhance the aroma or taste of foodstuffs, particularly roasted nut, roasted meat, beef broth, black pepper, onion, fine herbs, omelet, and cooked onion omelet flavored foodstuffs. The present invention also pertains to an ingestible composition comprising an ingestible vehicle and an organoleptically effective amount of the purified flavoring agent. The present invention also pertains to furfuryl propyl disulfide represented by the formula, (2-Furan-CH 2 SSCH 2 CH 2 CH 3 ), in purified form, unaccompanied by substances of natural origin present in cooked beef and onions, and to methods for preparing furfuryl propyl disulfide.

  本发明涉及一种用味道剂味化可食用组合物的方法，所述味道剂为味觉上纯化的呋喃基丙基二硫化物，不含烹煮牛肉和洋葱时存在的天然物质。该味道剂可用于各种可食用载体中，以增强或提高食物的香气或口感，特别是烤坚果、烤肉、牛肉汤、黑胡椒、洋葱、香料、煎蛋和煮洋葱煎蛋调味食品。本发明还涉及一种包含可食用载体和纯化的味道剂的味道组合物。本发明还涉及用公式表示的呋喃基丙基二硫化物（2-呋喃-CH2SSCH2CH2CH3）的纯化形式，不含烹煮牛肉和洋葱时存在的天然物质，以及制备呋喃基丙基二硫化物的方法。
• Process for hydrogenation of 2,6,6-trimethyl cyclohexene derivatives, products produced thereby and organoleptic uses of said products
  申请人：INTERNATIONAL FLAVORS & FRAGRANCES INC.

  公开号：EP0012436A1

  公开（公告）日：1980-06-25

  Process for synthesizing compounds of the formula (II) wherein, in the cyclohexyl moiety of structure II, at least two of the dashed lines are carbon-carbon single bonds and the other of the dashed lines is either a carbon-carbon double bond or a carbon-carbon single bond.

  合成式（II）化合物的工艺，其中在结构 II 的环己基分子中，至少两条虚线为碳碳单键，另一条虚线为碳碳双键或碳碳单键。
• 1-Ethoxy ethyl acetate and uses thereof for augmenting or enhancing the aroma or taste of consumable materials
  申请人：INTERNATIONAL FLAVORS & FRAGRANCES INC.

  公开号：EP0048545A2

  公开（公告）日：1982-03-31

  Described for use in foodstuffs, chewing gums, toothpastes, medicinal products flavor and aromas, smoking tobacco flavor and aroma and perfume, cologne and perfumed article aroma augmenting, modifying, enhancing and imparting compositions and as foodstuffs, chewing gums, toothpastes, medicinal products, tobacco, perfume and perfumed article and cologne aroma imparting materials are mixtures of 1-ethoxy-1-ethanol acetate having the structure: (also hereinafter referred to as "E") and acetaldehyde (also hereinafter referred to as "A"), the range of weight ratios, E:A being from 50:50 down to 5:95.

  所述用于食品、口香糖、牙膏、药用产品风味和香气、烟草风味和香气以及香水、古龙水和香水制品香气增强、改良、提高和赋予的组合物，以及作为食品、口香糖、牙膏、药用产品、烟草、香水和香水制品以及古龙水香气赋予材料的具有以下结构的 1-乙氧基-1-乙醇醋酸酯（以下也称为 "E"）和乙醛（以下也称为 "A"）的混合物： (以下简称 "E"）和乙醛（以下简称 "A"）的混合物，E:A 的重量比范围从 50:50 到 5:95。
• Use of 1-ethoxyethyl acetate for augmenting or enhancing the aroma or taste of consumable materials
  申请人：INTERNATIONAL FLAVORS & FRAGRANCES INC.

  公开号：EP0046072A2

  公开（公告）日：1982-02-17

  Described for use in foodstuffs, chewing gums, toothpastes, medicinal products flavor and aromas, smoking tobacco flavor and aroma and perfume, cologne and perfumed article aroma augmenting, modifying, enhancing and imparting compositions and as foodstuffs, chewing gums, toothpastes, medicinal products, tobacco, perfume and perfumed article and cologne aroma imparting materials is 1-ethoxy-1-ethanol acetate having the structure:

  所述用于食品、口香糖、牙膏、药用产品风味和香气、烟草风味和香气以及香水、古龙水和香水制品香气增强、改良、提高和赋予的组合物，以及作为食品、口香糖、牙膏、药用产品、烟草、香水和香水制品以及古龙水香气赋予材料的 1-乙氧基-1-乙醇醋酸酯具有以下结构：