(2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid | 119200-36-1

• 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: (2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid
• 英文别名: 2Z,4E-hexadienedioic acid 1-methyl ester；hexa-2c,4t-dienedioic acid-1-methyl ester；Hexa-2c,4t-diendisaeure-1-methylester；mono-methyl cis,trans-muconic acid；cis-Muconic acid monomethyl ester；(2E,4Z)-6-methoxy-6-oxohexa-2,4-dienoic acid
• CAS: 119200-36-1
• 化学式: C₇H₈O₄
• 分子量: 156.138
• InChiKey: CEKUJDXLIOIGRR-HZDAAVBUSA-N

物化性质

• 熔点：
  121 °C(Solv: benzene (71-43-2))
• 沸点：
  297.8±23.0 °C(Predicted)
• 密度：
  1.206±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid 、 氯甲酸乙酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Selective enzymatic hydrolysis of (Z,E)-dimethyl-2,4-hexadienedioate. Preparation of (Z,E)difunctionalized dienes

  摘要：

  Enzymatic hydrolysis of (Z,E)-dimethyl-2,4-hexadienedioate 6 by Pig Liver Esterase mainly led to (2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid 2a. This compound was a starting material for the preparation of other difunctionalized dienes.

  DOI：

  10.1016/0040-4020(95)98695-e
• 作为产物：
  描述：

  methyl (2Z,4E)-5-carbamoyl-2,4-pentadienoate 在 盐酸 、 sodium nitrite 作用下， 生成 (2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid
  参考文献：
  名称：

  Elvidge et al., Journal of the Chemical Society, 1953, p. 1793,1796

  摘要：

  DOI：

文献信息

• Thermal electrorocyclic ring-opening of cyclobutenes: substituents with complementary conrotatory preferences induce high stereoselectivity
  作者：Roy Hayes、Stephen Ingham、Suthiweth T. Saengchantara、Timothy W. Wallace

  DOI：10.1016/0040-4039(91)80660-x

  日期：1991.6

  The thermal transformation of cis-disubstituted cyclobutenes into conjugated (Z,E)-dienes is stereoselective when the electronic and, to a lesser degree, steric effects of the substituents induce complementary conrotatory preferences at the reaction termini.

  当取代基的电子效应和较小程度的空间效应在反应末端引发互补的旋转偏爱时，顺式-二取代的环丁烯热转化为共轭的（Z，E）-二烯是立体选择性的。
• Elvidge et al., Journal of the Chemical Society, 1950, p. 2235,2239
  作者：Elvidge et al.

  DOI：——

  日期：——
• [EN] METHODS FOR PRODUCING DODECANEDIOIC ACID AND DERIVATIVES THEREOF<br/>[FR] PROCÉDÉS POUR PRODUIRE DE L'ACIDE DODÉCANEDIOÏQUE ET SES DÉRIVÉS
  申请人：DRATHS CORP

  公开号：WO2010085712A2

  公开（公告）日：2010-07-29

  Methods for producing biosourced dodecanedioic acid and compositions comprising biosourced dodecanedioic acid are provided. In some embodiments, the method comprises first forming muconic acid biologically from a renewable carbon source, reducing the muconic acid to hexenedioic acid, and then reacting the hexenedioic acid with an unsaturated fatty acid, typically a Δ9 unsaturated fatty acid, in a metathesis reaction to produce dodecenedioic acid. Dodecenedioic acid is then reduced to dodecanedioic acid. Dodecanedioic acid is can be used to form polymers, such as polyamides. Examples of polyamides include nylon, such as nylon 6,12. Nylon 6,12 can be formed by reacting dodecanedioic acid with 1,6-hexamethylene diamine.
• Elvidge et al., Journal of the Chemical Society, 1953, p. 1793,1796
  作者：Elvidge et al.

  DOI：——

  日期：——
• Selective enzymatic hydrolysis of (Z,E)-dimethyl-2,4-hexadienedioate. Preparation of (Z,E)difunctionalized dienes
  作者：Marie-Edith Martin、Denis Planchenault、François Huet

  DOI：10.1016/0040-4020(95)98695-e

  日期：1995.4

  Enzymatic hydrolysis of (Z,E)-dimethyl-2,4-hexadienedioate 6 by Pig Liver Esterase mainly led to (2E,4Z)-5-methoxycarbonyl-2,4-pentadienoic acid 2a. This compound was a starting material for the preparation of other difunctionalized dienes.