2-vinylbut-3-enoic acid | 13014-75-0

• 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: 2-vinylbut-3-enoic acid
• 英文别名: 2-Vinyl-but-3-ensaeure；2-Ethenylbut-3-enoic acid
• CAS: 13014-75-0
• 化学式: C₆H₈O₂
• mdl: MFCD19229058
• 分子量: 112.128
• InChiKey: YHZCIHZXDLETJW-UHFFFAOYSA-N

物化性质

• 沸点：
  93-97 °C(Press: 15 Torr)
• 密度：
  0.983 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-戊二烯,5-溴- 、 二氧化碳 生成 2-vinylbut-3-enoic acid
  参考文献：
  名称：

  Miginiac-Groizeleau,L. et al., Bulletin de la Societe Chimique de France, 1965, p. 3560 - 3565

  摘要：

  DOI：

文献信息

• Pentadienyl Type Lithium and Potassium Species: The Regioselectivity of their Reactions with Electrophiles
  作者：Manfred Schlosser、Armin Zellner、Frédéric Leroux

  DOI：10.1055/s-2001-17521

  日期：——

  Seven structurally distinct pentadienyl type lithium and potassium compounds were screened against a variety of electrophiles in order to assess the regioselectivity of the trapping reactions. Organoborates and analogs thereof (fluorodimethoxyborane) proved to be perfectly regioreliable attacking only unsubstituted terminal positions and thus providing, after oxidation, exclusively primary allylic alcohols. 2,4-Pentadienyllithiums or -potassiums, that carry a methyl group at the 1- or 3-position, exhibit the same extreme regioselectivity towards halotrialkylsilanes or carbon dioxide. Although the unsubstituted parent compounds combine with such electrophiles still preferentially at the terminal position, considerable proportions of branched products are concomitantly formed as well (1/3-attack ratios ranging from 2:1 to > 20:1). Hydroxyalkylating and alkylating reagents such as formaldehyde, oxirane or butyl iodide invariably afford regioisomeric mixtures generally varying in composition between 3:1 and 1:3. The condensation reaction with halotrialkylsilanes appears to follow a concerted (SN2-like) rather than an addition/elimination (ate complex-mediated) mechanism.

  进行了七种结构不同的戊二烯基型锂和钾化合物的筛选，以评估它们与各种亲电试剂反应的区域选择性。有机硼酸盐及其类似物（氟二甲氧基硼烷）显示了非常可靠的区域选择性，仅攻击未取代的末端位置，因此氧化后只得到完全的一级烯丙基醇。带有甲基的2,4-戊二烯基锂或钾在1-或3-位置上，对卤代三烷基硅烷或二氧化碳显示出相同的极端区域选择性。尽管未取代的母体化合物仍优先在末端位置与这些亲电试剂反应，但同时也会生成相当比例的支链产物（1/3-攻击比例从2:1到超过20:1）。羟烷基化和烷基化试剂，如甲醛、环氧乙烷或丁基碘，总是得到区域异构体的混合物，其组成通常在3:1和1:3之间变化。与卤代三烷基硅烷的缩合反应似乎遵循协同（类似SN2）而非加成/消除（通过ate复合体介导）的机制。
• Lewis Acid-Mediated Carboxylation of Aryl- and Allylsilanes with Carbon Dioxide
  作者：Tetsutaro Hattori、Yutaka Suzuki、Sotaro Miyano

  DOI：10.1246/cl.2003.454

  日期：2003.5

  Aryl- and allylsilanes are carboxylated with CO2 with the aid of aluminum-based Lewis acids, to give aromatic and β,γ-unsaturated carboxylic acids in fair to good yields, respectively. Formation of the former is rationalized by an aromatic electrophilic substitution by CO2 activated by the Lewis acid, while the latter a nucleophilic addition of in situ-generated allylaluminum species to CO2.

  芳基和烯丙基硅烷在铝基路易斯酸的帮助下，与二氧化碳进行羧化反应，分别生成芳香族和β,γ-不饱和羧酸，产率从中等到良好。前者的形成可以通过路易斯酸激活的二氧化碳的芳香电亲核取代反应来合理解释，而后者则是原位生成的烯丙基铝物种对二氧化碳的亲核加成反应。
• FILM FORMING COATING COMPOSITIONS CONTAINING CARBOXAMIDE COALESCING SOLVENTS AND METHODS OF USE
  申请人：Luebke Gary

  公开号：US20130143986A1

  公开（公告）日：2013-06-06

  A film may be formed from film forming compositions which comprise at least one carboxamide based coalescing solvent. These coalescing solvents impart equivalent or improved wet-scrub resistance, block resistance, gloss, dirt pick-up resistance and leveling characteristics to the films on a substrate, without contributing to total VOC levels, when replacing conventional coalescing solvents. The present invention also includes a method for forming a film comprising applying a film forming composition comprising polyunsaturated reactive carboxamides to a substrate and curing the film under ambient conditions. The coalescing carboxamide solvents are suitable for paint, latex based caulk, adhesives and floor care applications.

  可以使用至少一种基于羧酰胺的共溶剂来制备膜形成组合物，从而形成一种电影。当取代传统的共溶剂时，这些共溶剂可以赋予膜在基材上等效或改善的耐湿擦洗性、阻塞性、光泽度、防尘性和平整特性，而不会对总挥发性有所贡献。本发明还包括一种方法，用于形成膜，包括将含有多不饱和反应性羧酰胺的膜形成组合物涂覆在基材上，并在环境条件下固化膜。这些共溶剂适用于涂料、乳胶基密封胶、粘合剂和地面保养应用。
• High-voltage cable having a polyethylene containing insulation sheath which is provided with means to avoid or impede the formation or the growth of watertrees
  申请人：Philips Electronics N.V.

  公开号：EP0027300A1

  公开（公告）日：1981-04-22

  A high voltage cable comprising a conductor and a polythene containing insulation sheath (2) is provided with a metal complex of a diketone, salicylic acid optionally substituted with 1 to 2 lower alkyl groups, or a Schiff's base formed from an amine and salicylaldehyde optionally substituted with 1 to 2 lower alkyl groups, in order to prevent or impede the growth ofwatertrees during use.

  一种由导体和含聚乙烯的绝缘护套（2）组成的高压电缆中含有一种二酮金属络合物、任选被 1 至 2 个低级烷基取代的水杨酸或由胺和任选被 1 至 2 个低级烷基取代的水杨醛形成的席夫碱，以防止或阻止水树在使用过程中生长。
• Verfahren zum Verbinden von Karosserieblechen unter Verwendung von pastösen, vorgelierbaren, wärmehärtbaren Epoxidharz-Klebstoffen
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP0101964A1

  公开（公告）日：1984-03-07

  Pastöse, vorgelierbare, wärmehärtbare Klebstoffe bestehen aus bei Raumtemperatur flüssigen Epoxidharz-Systemen, die gegebenenfalls Reaktivverdünner und/oder Weichmacher enthalten können, und in der Hitze wirksame Härter für Epoxidharze und in diesem System unlöslichen Thermoplasten, die in einer Menge von 5 bis 30% enthalten sind und aus Polyvinylacetat bzw. Mischpolymerisaten des Vinylacetats einer Korngröße zwischen 5 und 300 µ, insbesondere 10 und 200 µ bestehen, sowie gegebenenfalls Hilfsstoffen wie Beschleuniger, Netzmittel, Thixotropierungsmittel, Pigmente und Füllstoffe.

  糊状预胶化热固化粘合剂由室温下呈液态的环氧树脂体系和不溶于该体系的环氧树脂和热塑性塑料热固化剂组成，环氧树脂体系可选用活性稀释剂和/或增塑剂，活性稀释剂和/或增塑剂的含量为 5%至 30%，由粒径在 5 微米至 300 微米（特别是 10 微米至 200 微米）之间的聚醋酸乙烯酯或醋酸乙烯酯共聚物组成，可选用促进剂、触变剂、颜料和填料等辅助剂。聚醋酸乙烯酯或醋酸乙烯酯共聚物，粒度在 5 至 300 微米之间，特别是 10 至 200 微米之间，也可选用助剂，如促进剂、润湿剂、触变剂、颜料和填料。