cis-2,5-bis-(2-carboxy-ethyl)-tetrahydro-furan | 91058-29-6

• 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: cis-2,5-bis-(2-carboxy-ethyl)-tetrahydro-furan
• 英文别名: cis-2,5-Bis-(2-carboxy-aethyl)-tetrahydro-furan；3-[(2S,5R)-5-(2-carboxyethyl)oxolan-2-yl]propanoic acid
• CAS: 91058-29-6
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: MDHLLFRZLDYNGT-OCAPTIKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cis-2,5-bis-(2-carboxy-ethyl)-tetrahydro-furan 、 2-乙基己醇 在 对甲苯磺酸 、 甲苯 作用下， 生成 optically inactive cis(?)-2,5-bis-[2-(2-ethyl-hexyloxycarbonyl)-ethyl]-tetrahydro-furan
  参考文献：
  名称：

  Hayashi; Hachihama, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1954, vol. 57, p. 504

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 、 镍 作用下， 50.0~100.0 ℃ 、5.88 MPa 条件下， 生成 cis-2,5-bis-(2-carboxy-ethyl)-tetrahydro-furan
  参考文献：
  名称：

  The preparation of polyamides containing heterocyclic groups from furfural and levulinic acid

  摘要：

  摘要 以 2,5-二丙酸呋喃和相应的四氢呋喃化合物为原料，制备出了含有杂环基团的新型纤维状聚酰胺。例如，聚十亚甲基四氢呋喃 2,5-二丙酸酰胺（固有粘度 0.74）冷拉至 350%时，纤维的拉伸强度为 3.1 克/丹尼尔，伸长率为 25%。

  DOI：

  10.1002/macp.1954.020130120

文献信息

• Synthesis of polyanhydrides. III.¹ Polyanhydrides of five‐membered heterocyclic dibasic acids²
  作者：Naoya Yoda

  DOI：10.1002/macp.1962.020550114

  日期：1962.1

  During the course of study on the synthesis of polyanhydrides from aromatic and aliphatic dibasic acids, various types of five‐membered heterocyclic polyanhydrides was investigated. As starting materials the five‐membered heterocyclic dibasic acids, furan‐2,5‐di‐β‐propionic acid, tetrahydrofuran‐2,5‐di‐β‐propionic acid, thiophene‐2,5‐di‐β‐propionic acid, N‐methyl‐pyrrole‐2,5‐di‐β‐propionic acid and N‐methyl‐pyrrolidine‐2,5‐di‐β‐propionic acid have been prepared in high yields from readily available furfural and levulinic acid.

  Polycondensation reactions of various five‐membered heterocyclic dibasic acids were carried out with acetic anhydride at 200–300°C. under vacuum and nitrogen atmosphere. The linear heterocyclic polyanhydrides thus obtained have fiber‐ and film‐forming properties and melting points in the range of 70–190°C. It was confirmed from the experimental evidence that introduction of heterocyclic rings in the main chain of polyanhydrides decreases melting temperatures of crystallites and, hence, enhances molecular mobility, when compared with aromatic polyanhydrides previously reported³.

  The influence of the molecular structure on the physical properties of heterocyclic polyanhydrides is discussed and compared with various aromatic and aliphatic polyanhydrides. Furthermore, the polymer structure was presumed on the basis of infrared spectra and X‐ray diagrams of these polymers.

  摘要 在研究芳香族和脂肪族二元酸合成多酸酐的过程中，对各种类型的五元杂环多酸酐进行了研究。作为起始原料的五元杂环二元酸、呋喃-2,5-二-β-丙酸、四氢呋喃-2,5-二-β-丙酸、噻吩-2,5-二-β-丙酸、N-甲基吡咯-2,5-二-β-丙酸和 N-甲基吡咯烷-2,5-二-β-丙酸，都是以容易获得的糠醛和左旋乙酸为原料，并以高产率制备的。各种五元杂环二元酸与乙酸酐的缩聚反应是在 200-300°C 真空和氮气环境下进行的。由此获得的线性杂环多酸酐具有纤维和成膜特性，熔点在 70-190°C 之间。实验证明，与之前报道的芳香族多酸酐相比，在多酸酐主链中引入杂环会降低晶体的熔化温度，从而提高分子的流动性3。此外，还根据这些聚合物的红外光谱和 X 射线图推测了它们的聚合物结构。
• Iwakura et al., Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1957, vol. 60, p. 706,708
  作者：Iwakura et al.

  DOI：——

  日期：——
• The preparation of polyamides containing heterocyclic groups from furfural and levulinic acid
  作者：Yoshikazu Hachihama、Izumi Hayashi

  DOI：10.1002/macp.1954.020130120

  日期：1954.1

  New fiber‐forming polyamides containing heterocyclic groups were prepared form furan 2,5‐dipropionic acid and the corresponding tetrahydrofuran compound which were found to be prepared easily from furfural and levulinic acid. For example, poly‐decamethylenetetrahydrofuran 2,5‐dipropionamide (intrinsic viscosity 0.74) gave a fiber having, when cold drawn to 350%, tensile strength 3.1 g./denier and elongation 25%.

  摘要 以 2,5-二丙酸呋喃和相应的四氢呋喃化合物为原料，制备出了含有杂环基团的新型纤维状聚酰胺。例如，聚十亚甲基四氢呋喃 2,5-二丙酸酰胺（固有粘度 0.74）冷拉至 350%时，纤维的拉伸强度为 3.1 克/丹尼尔，伸长率为 25%。
• Hayashi; Hachihama, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1954, vol. 57, p. 504
  作者：Hayashi、Hachihama

  DOI：——

  日期：——