(E)-2-丁烯酸-2-苯乙酯 | 68141-20-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (E)-2-丁烯酸-2-苯乙酯
• 英文名称: β-phenethyl crotonate
• 英文别名: crotonic acid 2-phenylethyl ester；Phenethyl crotonate；2-phenylethyl (E)-but-2-enoate
• CAS: 68141-20-8
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: DVHGIHSWUYRIPZ-QHHAFSJGSA-N

物化性质

• 沸点：
  291.1±19.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)
• 溶解度：
  Practically insoluble in water, soluble in alcohol and oils
• LogP：
  3.509 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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-(三甲基硅甲基)烯丙基乙酸酯 、 (E)-2-丁烯酸-2-苯乙酯 生成 2-phenylethyl (1R,2R)-2-methyl-4-methylidenecyclopentane-1-carboxylate
  参考文献：
  名称：

  TROST, BARRY M.;MILLER, MARIA L., J. AMER. CHEM. SOC., 110,(1988) N 11, 3687-3689

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙醇 、 phenyl (2E)-but-2-enoate 在 tetrabutylammonium tricarbonylnitrosylferrate 4 A molecular sieve 作用下， 以 正己烷 为溶剂， 反应 24.0h， 以80%的产率得到(E)-2-丁烯酸-2-苯乙酯
  参考文献：
  名称：

  A Nucleophilic Fe Catalyst for Transesterifications under Neutral Conditions

  摘要：

  Carboxylic esters belong to the most important functional groups in organic chemistry. Strong efforts have been made in developing mild catalytic procedures for their preparation. Among the various methods developed to date, transesterifications have occupied an important space. In the present paper, a new catalytic method for this process based on the use of nucleophilic Fe(-II) complexes is presented. Evidence for the formation of an intermediate acyl Fe complex will be presented as well as investigations on scope and limitations.

  DOI：

  10.1021/ol702580a

文献信息

• <i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-TETRAMETHYLCHLOROFORMAMIDINIUM CHLORIDE AS AN EFFICIENT CONDENSATION REAGENT FOR A NOVEL ESTERIFICATION APPLICABLE TO THE MACROLIDE SYNTHESIS
  作者：Tamotsu Fujisawa、Toshiki Mori、Kazumasa Fukumoto、Toshio Sato

  DOI：10.1246/cl.1982.1891

  日期：1982.12.5

  N,N,N′,N′-Tetramethylchloroformamidinium chloride, prepared easily from N,N,N′,N′-tetramethylurea and oxalyl chloride, is found to be an efficient condensation reagent for an esterification of carboxylic acids with alcohols under mild conditions in one-pot procedure, and the reagent is applied to the lactonization for macrolide synthesis from ω-hydroxycarboxylic acids.

  N,N,N',N'-四甲基氯甲脒氯化物，很容易由 N,N,N',N'-四甲基脲和草酰氯制备，被发现是一种有效的缩合剂，用于在温和条件下将羧酸与醇进行酯化在一锅法中，该试剂用于ω-羟基羧酸合成大环内酯的内酯化反应。
• Criteria for concertedness in cycloadditions
  作者：Barry M. Trost、Maria L. Miller

  DOI：10.1021/ja00219a069

  日期：1988.5

  Cycloaddition d'alcene-2oates d'alkyles avec l'acetate de trimethylsilylmethyl-2 allyle, pour donner des (alkyl-2 methylene) cyclopentanecarboxylates d'alkyles. Stereospecificite de la reaction

  环加成 d'alcene-2oates d'alcene-2oates d'alcenes avec l'acetate de trimethylsilylmethyl-2 allyle，倾倒唐纳德（烷基-2 亚甲基）环戊烷羧酸盐 d'烷基 立体特异性反应
• A Study of Factors Affecting α-(<i>N</i>-Carbamoyl)alkylcuprate Chemistry
  作者：R. Karl Dieter、Chris M. Topping、Lois E. Nice

  DOI：10.1021/jo0056702

  日期：2001.4.1

  CuCN, CuCN.2LiCl, CuI), cuprate reagent, sec-butyllithium quality, solvent, and temperature upon the chemical yields obtained in the reactions of alpha-(N-carbamoyl)alkylcuprates [i.e., N-Boc-protected alpha-aminoalkylcuprates] with (E)1-iodo-1-hexene, 5,5-dimethyl-2-cyclohexenone, methylvinyl ketone, crotonate esters, and an acid chloride has been examined. Cuprate conjugate addition and vinylation reactions

  Cu（I）盐（即CuCN，CuCN.2LiCl，CuI），铜酸盐试剂，仲丁基锂的质量，溶剂和温度对α-（N-氨基甲酰基）烷基铜酸盐反应中获得的化学收率的影响[已经研究了具有（E）1-碘-1-己烯，5，5-二甲基-2-环己烯酮，甲基乙烯基酮，巴豆酸酯和酰基氯的N-Boc保护的α-氨基烷基铜酸酯。铜酸盐共轭物的添加和乙烯基化反应可以用低质量的仲丁基锂成功实现，虽然它的收率明显低于使用高质量s-BuLi所获得的仲丁基锂，但是它们可能包含不溶的氢化锂和烷氧基锂杂质。由高质量的仲丁基锂制得的α-（N-氨基甲酰基）烷基铜酸酯在室温下可热稳定2-3小时，从不溶性CuCN或可溶于THF的CuCN.2LiCl制备时也同样有效。后一种试剂的使用允许在-78摄氏度下快速形成铜酸盐，从而避免了由THF不溶性CuCN形成铜酸盐所需的较高温度，这对于含有热不稳定的α-硫代氨基甲酸盐的溶液来说是有问题的。
• Polymer latex of high acrylonitrile content, film, pattern forming material and lithographic printing plate precursor using the same, and method for production of polymer latex
  申请人：FUJIFILM Corporation

  公开号：EP1905787A2

  公开（公告）日：2008-04-02

  A method for producing a polymer latex includes: mixing a polymerizable monomer in which acrylonitrile accounts for 70% by weight or more of a total of the polymerizable monomer, water and a polymerization initiator to conduct emulsion polymerization; and distilling off a monomer unpolymerized in the emulsion polymerization.

  生产聚合物胶乳的方法包括：混合可聚合单体（其中丙烯腈占可聚合单体总重量的 70% 或以上）、水和聚合引发剂，以进行乳液聚合；以及蒸馏掉乳液聚合中未聚合的单体。
• Process for producing acrylonitrile-containing polymer latex
  申请人：FUJIFILM Corporation

  公开号：EP1935910A2

  公开（公告）日：2008-06-25

  A process for producing a polymer latex includes a step of mixing at least one kind of polymerizable monomer with water and a polymerization initiator to perform a polymerization, wherein the at least one kind of polymerizable monomer includes an acrylonitrile in an amount of 50 mass% or more based on a total amount of the at least one kind of polymerizable monomer.

  一种生产聚合物胶乳的工艺包括将至少一种可聚合单体与水和聚合引发剂混合以进行聚合的步骤，其中至少一种可聚合单体包括丙烯腈，其用量为至少一种可聚合单体总量的 50 质量%或以上。