trans-2-methyl-3-phenyloxiranecarboxylic acid | 25547-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: trans-2-methyl-3-phenyloxiranecarboxylic acid
• 英文别名: 2-methyl-3-phenyl-2,3-epoxypropionic acid；2-methyl-3-phenyl-2-oxiranecarboxylic acid；2-Methyl-3-phenyloxirane-2-carboxylic acid
• CAS: 25547-51-7
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: UPEAOFCHTFWNFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-2-methyl-3-phenyloxiranecarboxylic acid 在 Dowex 50W ion-exchange resin 作用下， 以 二氯甲烷 为溶剂， 生成 2-苯基丙醛
  参考文献：
  名称：

  Dianions derived from .alpha.-halo acids. The Darzens condensation revisited

  摘要：

  DOI：

  10.1021/jo00346a013
• 作为产物：
  描述：

  3-苯基-2-甲基丙-2-烯酸 在 Oxone 、 disodium ethylenediaminetetraacetic acid 、 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 2.5h， 以92%的产率得到trans-2-methyl-3-phenyloxiranecarboxylic acid
  参考文献：
  名称：

  Buffered potassium peroxymonosulfate-acetone epoxidation of .alpha.,.beta.-unsaturated acids

  摘要：

  DOI：

  10.1021/jo00360a059

文献信息

• Ligand exchange reaction of sulfoxides in organic synthesis: A novel method for generation of magnesium enolates and its application to synthesis of [α]-halocarboxylic acid derivatives and [α]-haloaldehydes
  作者：Tsuyoshi Satoh、Yasushi Kitoh、Ken-ichi Onda、Koji Takano、Koji Yamakawa

  DOI：10.1016/s0040-4020(01)90408-9

  日期：1994.4

  yields. The magnesium enolates derived from the α-chloro-α-sulfinyl acid derivatives were trapped with carbonyl compounds to afford the adducts, which were transformed to α, β-epoxy carboxylic acid derivatives. Thermal elimination of the sulfinyl group in the α-halo-α-sulfinyl acid derivatives and the α-halo-α-sulfinyl aldehydes gave α-halo-α, β-unsaturated carboxylic acid derivatives and α-halo-α,

  描述了一种合成α-卤代（C1，F）羧酸衍生物和α-卤代醛的新方法。α-卤代-α-亚磺酰基羧酸，酯和α-卤代-α-亚磺酰基醛分别容易地由芳基1-卤代烷基亚砜，氯代甲酸烷基酯和甲酸乙酯制备，产率高。由（对甲苯硫基）乙酸合成α-氯-α-亚磺酰基酰胺。这些酸，酯，酰胺和醛的亚磺酰基与乙基溴化镁的配体交换反应，得到了烯醇镁，将其用水处理后，以高收率得到α-卤代羧酸衍生物和α-氯醛。用羰基化合物捕获由α-氯代-α-亚磺酰基酸衍生物衍生的烯醇镁，以提供加合物，将其转化为α，β-环氧羧酸衍生物。
• Ligand exchange reaction of sulfoxides in organic synthesis: A new method for generation of magnesium enolates of α-chloro carboxylic acids and their derivatives
  作者：Tsuyoshi Satoh、Yasushi Kitoh、Ken-ichi Onda、Koji Yamakawa

  DOI：10.1016/s0040-4039(00)77606-4

  日期：1993.4

  Treatment of α-chloro α-sulfinyl carboxylic acid derivatives with EtMgBr in THF at low temperature gave magnesium enolates of the α-chloro carboxylic acid derivatives. The enolates reacted with ketones and aldehydes to afford aldol compounds (or α,β-epoxy acids) in good yields.

  在THF中用EtMgBr在低温下处理α-氯代α-亚磺酰基羧酸衍生物，得到α-氯代羧酸衍生物的烯醇镁。烯醇化物与酮和醛反应以高收率得到醛醇化合物（或α，β-环氧酸）。
• 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。
• 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：