2-Methylbut-3-en-2-yl prop-2-enoate | 120880-88-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Methylbut-3-en-2-yl prop-2-enoate
• CAS: 120880-88-8
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: PBDIMMDVZQTUEN-UHFFFAOYSA-N

物化性质

• 沸点：
  158.4±9.0 °C(Predicted)
• 密度：
  0.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methylbut-3-en-2-yl prop-2-enoate 在 四乙基氯化铵 、 水 作用下， 生成
  参考文献：
  名称：

  Elektrochemische reduktive dimerisierung und claisen-umlagerung

  摘要：

  The electrochemical reduction of substituted allyl acrylates in acetonitrile in the presence of chlorotrimethylsilane leads to bis-ketenacetals, which undergo Claisen rearrangements to 2,5-diallyl-adipic acid.

  DOI：

  10.1016/s0040-4039(00)74801-5
• 作为产物：
  描述：

  2-甲基-3-丁烯-2-醇 、 丙烯酰氯 在 正丁基锂 作用下， 以 乙醚 为溶剂， 生成 2-Methylbut-3-en-2-yl prop-2-enoate
  参考文献：
  名称：

  γ-Lactone Formation in the Addition of Benzenesulfonyl Bromide to Diene and Enyne Esters

  摘要：

  The gem-dialkyl effect has been used to promote the formation of functionalized gamma-lactones in the addition of benzenesulfonyl bromide to diene and enyne esters. Introduction of 3 mol % of pyridine into the reactions increases the yields of lactones produced from tertiary esters. Formation of the C-alpha-C-beta bond of gamma-lactones has been achieved in both C-alpha-->C beta and C-beta-->C-alpha radical cyclization directions.

  DOI：

  10.1021/jo982388a

文献信息

• Ceric ammonium nitrate (CAN) as a green and highly efficient promoter for the 1,4-addition of thiols and benzeneselenol to α,β-unsaturated ketones
  作者：Cheng-Ming Chu、Shijay Gao、M.N.V. Sastry、Chun-Wei Kuo、Chaowei Lu、Ju-Tsung Liu、Ching-Fa Yao

  DOI：10.1016/j.tet.2006.12.018

  日期：2007.2

  efficient process for the 1,4-addition of thiols and benzeneselenols to various α,β-unsaturated ketones using a catalytic amount of CAN with excellent product yields is described. This inexpensive, nontoxic, and readily available catalytic ceric(IV) ammonium nitrate system efficiently catalyzes conjugate addition reactions between thiol derivatives and various α,β-unsaturated ketones under solvent-free conditions

  描述了一种温和而有效的方法，该方法使用催化量的CAN以优异的产品收率将硫醇和苯硒酚的1,4-加成成各种α，β-不饱和酮。这种廉价，无毒且容易获得的催化硝酸铈（IV）铵体系可在无溶剂条件下有效催化硫醇衍生物与各种α，β-不饱和酮之间的共轭加成反应。提出了一种可能的机制，即CAN在自由基链加成反应中作为促进剂以及在共轭加成过程中的催化作用。
• Cyclizations in the Addition of Alkylmercury Halides to Dienes and Enynes
  作者：Glen A. Russell、Chaozhong Li、Ping Chen

  DOI：10.1021/ja9601898

  日期：1996.1.1

  or CH2CHC(O)OC(Me)2CHCH2. The radicals t-BuCH2CH•C(O)C(Me)2(CH2)nCHCH2 cyclize mainly in the 6-endo mode for n = 1 and more rapidly in the 6-exo mode for n = 2, while the radicals t-BuCH2CH•C(O)OC(Me)2(CH2)nCHCH2 cyclize only in the exo mode for n = 0 or 1 but with a faster rate for 5-exo-cyclization. Gem-dimethyl substitution adjacent to the alkyl oxygen accelerates the 5-exo-cyclization of the ester

  将叔丁基卤化汞光刺激加成到 1,6-二烯和烯炔，包括 (CH2CHCH2)2X，其中 X = CH2、C(COEt)2、O 或 NCH2CHCH2，形成由 5-外环化产生的初级烷基卤化汞加合物自由基，t-BuCH2CH•CH2XCH2CHCH2。这些自由基过程的动力学链长度很低，在 Me2SO 中 35 °C 时的范围为 3-7。在光刺激下将 t-BuHgI 添加到 CH2CHP(O)(OR)OCH2CHCH2（R = H 或烯丙基）、CH2CHC(O)N(R)CH2CHCH2（R = Me、Ph 或 CH2CHCH2) 或 CH2CHC(O)OC(Me)2CHCH2。基团 t-BuCH2CH•C(O)C(Me)2(CH2)nCHCH2 在 n = 1 时主要以 6-endo 模式环化，在 n = 2 时以 6-exo 模式更快地环化，而基团 t-BuCH2CH•C(O)OC(Me)2(CH2)nCHCH2
• ALPHA-SUBSTITUTED ACRYLATE ESTERS, COMPOSITION CONTAINING THEREOF, AND METHOD FOR PRODUCING THOSE
  申请人：Kawamoto Takahiro

  公开号：US20130072712A1

  公开（公告）日：2013-03-21

  A method for producing α-substituted acrylate esters is provided which can be suitably used as an industrial method for producing α-substituted acrylate esters because the method does not have problems of apparatus corrosion or does not require waste detoxification and allows reaction in a short time with high yield. The method for producing an α-substituted acrylate ester includes a step of carrying out a reaction of a compound having a specific structure and an active hydrogen-containing compound under a condition where a tertiary amine and an acid and/or a salt thereof coexist.

  提供了一种生产α-取代丙烯酸酯的方法，该方法可适当用作工业生产α-取代丙烯酸酯的方法，因为该方法不存在设备腐蚀问题或不需要废物解毒，并允许在短时间内高产率反应。生产α-取代丙烯酸酯的方法包括在三级胺和酸和/或其盐共存的条件下，进行具有特定结构和含有活性氢的化合物的反应的步骤。
• 1,2-Aminoxyalkylation of alkenes with alkyl iodides and TEMPONa through SET- and XAT-processes
  作者：Anirban Maity、Armido Studer

  DOI：10.1039/d3sc02544f

  日期：——

  unactivated alkyl halides to give alkyl radicals that can add to alkenes. Trapping of the adduct radicals with TEMPO provides the 1,2-aminoxyalkylation products. Transition metals are not required for these transformations that are conducted under mild conditions. Perfluoroalkyl halides directly react with TEMPONa and an aryldiazonium salt as XAT-mediator is not required for alkene 1,2-aminoxyperfluoroalkylation

  据报道，用烷基碘和 TEMPONa 与作为 XAT 介体的芳基重氮盐组合，对烯烃进行 1,2-氨氧基烷基化。各种伯、仲和叔烷基碘作为 C 基团前体参与 1,2-氨氧基烷基化反应，亲电烯烃作为基团受体。产物烷氧基胺在还原或氧化时很容易分别转化为相应的醇或酮。机理研究表明，通过用 TEMPONa 对芳基重氮盐进行 SET 还原而产生的芳基自由基，与未活化的烷基卤化物中的 XAT 发生反应，得到可以加成到烯烃上的烷基自由基。用 TEMPO 捕获加合物自由基，得到 1,2-氨氧基烷基化产物。这些在温和条件下进行的转化不需要过渡金属。全氟烷基卤化物直接与 TEMPONa 反应，并且芳基重氮盐作为 XAT 介体，对于烯烃 1,2-氨氧基全氟烷基化不需要。
• Acrylic rubber, acrylic rubber composition and cured rubber article thereof
  申请人：JAPAN SYNTHETIC RUBBER CO., LTD.

  公开号：EP0290131A2

  公开（公告）日：1988-11-09

  An acrylic rubber obtainable by copolymerizing a monomer mixture of: (A) 70 to 99.99% by weight of at least one compound selected from the group consisting of alkyl acrylates and alkoxyalkyl acrylates, (B) 0.01 to 10% by weight of at least one compound represented by the general formula: wherein R' is a hydrogen atom or a methyl group; X is a hydrogen atom, -COOR6 (R6 is an alkyl group having 1-10 carbon atoms or an alkoxyalkyl group having 2-14 carbon atoms), or R2, R3 and R4 are independently hydrogen atoms or groups having 1-10 carbon atoms whose carbon atom adjacent to C=C has no hydrogen; R5 is a group having 1-10 carbon atoms whose carbon atom adjacent to C = C has no hydrogen; Y is or and n is 1 or 0, and (C) 0-20% by weight of at least one compound selected from the group consisting of other unsaturated compounds of the vinyl type, vinylidene type and vinylene type, in the presence of a radical polymerization initiator. Said acrylic rubber, when crosslinked with a crosslinking agent, gives a cured article having good heat resistance and a good compression set property and accordingly suitable for use as a hose or a sealing material.

  一种丙烯酸橡胶，可通过共聚以下单体混合物获得： (A) 至少一种选自丙烯酸烷基酯和丙烯酸烷氧基烷基酯组的化合物，其重量占 70%至 99.99%、 (B) 0.01%至 10%（按重量计）的至少一种由通式表示的化合物： 其中 R' 是氢原子或甲基；X 是氢原子、-COOR6（R6 是具有 1-10 个碳原子的烷基或具有 2-14 个碳原子的烷氧基烷基），或 R2、R3 和 R4 独立地是氢原子或具有 1-10 个碳原子且与 C=C 相邻的碳原子不含氢的基团；R5 是具有 1-10 个碳原子且与 C=C 相邻的碳原子不含氢的基团；Y 是 或 且 n 为 1 或 0，且 (C) 0-20% （按重量计）的至少一种选自乙烯基型、亚乙烯基型和亚乙烯基型其他不饱和 化合物的化合物，在有自由基聚合引发剂存在的情况下。所述丙烯酸橡胶与交联剂交联后，固化物具有良好的耐热性和良好的压缩永久变形性能，因此适合用作软管或密封材料。