ethyl 2-(formylmethyl)propenoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-(formylmethyl)propenoate
• 英文别名: Ethyl 2-methylidene-4-oxobutanoate
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: ROOUGNVURRASNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(formylmethyl)propenoate 在 三乙基硼 、 三氟甲磺酸 、 三正丁基氢锡 、 氯化铵 、 magnesium bromide 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 24.5h， 生成 diethyl (2RS,6SR)-4-benzyloxy-2,6-dimethyleneheptanedioate
  参考文献：
  名称：

  Radical mediated stereoselective synthesis of meso-7,11-dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper

  摘要：

  meso-7,11-Dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper, was synthesized from ethyl 2-(bromomethyl) propenoate in nine steps and 14% overall yield. The key step in the synthesis is the highly diastereo-selective chelation-controlled radical reaction of diethyl 4-benzyloxy-2,6-dimethyleneheptanedioate with pentyl iodide performed in the presence of 6 equiv of MgBr2 center dot OEt2. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.027
• 作为产物：
  描述：

  ethyl 2-(2-hydroxyethyl)propenoate 在 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 ethyl 2-(formylmethyl)propenoate
  参考文献：
  名称：

  Radical mediated stereoselective synthesis of meso-7,11-dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper

  摘要：

  meso-7,11-Dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper, was synthesized from ethyl 2-(bromomethyl) propenoate in nine steps and 14% overall yield. The key step in the synthesis is the highly diastereo-selective chelation-controlled radical reaction of diethyl 4-benzyloxy-2,6-dimethyleneheptanedioate with pentyl iodide performed in the presence of 6 equiv of MgBr2 center dot OEt2. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.027

文献信息

• Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites
  作者：Yuran Wang、Jennifer D. Lewis、Yuriy Román-Leshkov

  DOI：10.1021/acscatal.6b00561

  日期：2016.5.6

  Lewis acidic zeolites are used to synthesize unsaturated dicarboxylic acid esters via aldol condensation of keto esters. Hafnium-containing BEA (Hf-BEA) zeolites catalyze the condensation of ethyl pyruvate into diethyl 2-methyl-4-oxopent-2-enedioate and diethyl 2-methylene-4-oxopentanedioate (an itaconic acid ester analogue) with a selectivity of ca. 80% at ca. 60% conversion in a packed-bed reactor

  路易斯酸性沸石用于通过酮酯的羟醛缩合来合成不饱和二羧酸酯。含的BEA（Hf-BEA）沸石催化丙酮酸乙酯缩合成2-甲基-4-氧代戊二烯-2-烯二酸二乙酯和2-亚甲基-4-氧代戊二烯酸二乙酯（衣康酸酯类似物） 。约80％在填充床反应器中60％的转化率。催化剂在运行中可稳定132小时，达到5110 mol EP mol Hf –1的周转数。分析Hf-BEA在流动条件下的动力学行为以及用Na交换沸石进行的研究表明，Hf（IV）的开放位点具有路易斯和布朗斯台德酸催化的双重功能。
• A METHOD TO IMPROVE THE COLOR ACCEPTANCE OF VISCOSITY STABILIZED LATEX PAINTS
  申请人：Elementis Specialties, Inc.

  公开号：EP2195389A1

  公开（公告）日：2010-06-16
• US4329383A
  申请人：——

  公开号：US4329383A

  公开（公告）日：1982-05-11
• US4415490A
  申请人：——

  公开号：US4415490A

  公开（公告）日：1983-11-15
• [EN] A METHOD TO IMPROVE THE COLOR ACCEPTANCE OF VISCOSITY STABILIZED LATEX PAINTS<br/>[FR] PROCÉDÉ POUR AMÉLIORER L'ACCEPTATION DE COULEUR DE PEINTURES LATEX À VISCOSITÉ STABLE
  申请人：ELEMENTIS SPECIALTIES INC

  公开号：WO2009046131A1

  公开（公告）日：2009-04-09

  A system and method to improve the color acceptance of color viscosity stabilized latex paints. The system includes a base paint, 0.05 wt% to 5 wt% of a color viscosity stabilizing compound; a colorant compound, and: a sufficient amount of a hydrophobically modified alkali swell able emulsion ('HASE') thickener to improve the color acceptance properties of the paint, which amount is typically 0.02 wt% to 0.5 wt% of the paint, and optionally, 0. i wt% to 5 wt% of a condensation polymer associative thickener including polyether polyurethanes, polyether poiyols, polyether polyacetals, and polyether aminoplasts. The system demonstrates improved color acceptance as measured by rub-ups and ΔE values.