1,5-Bis(3,5-bis(methoxycarbonyl)phenoxy)pentane | 239447-57-5

• 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: 1,5-Bis(3,5-bis(methoxycarbonyl)phenoxy)pentane
• CAS: 239447-57-5
• 化学式: C₂₅H₂₈O₁₀
• 分子量: 488.491
• InChiKey: HIGJAYBJCLUQOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1,5-Bis(3,5-bis(methoxycarbonyl)phenoxy)pentane 在 sodium sulfide 、 aluminum oxide 、 lithium aluminium tetrahydride 、 硫酸 、 水 、 氢溴酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1,7-Dioxa-15,24-dithia[7.3.3](1,3,5)cyclophane
  参考文献：
  名称：

  1,7-Dioxa[7](2,7)pyrenophane: The Pyrene Moiety Is More Bent than That of C70

  摘要：

  The synthesis of the highly strained title compound 8a was achieved by the valence isomerization and in situ dehydrogenation of the cyclophanediene 7a at only 80 degrees C. A single-crystal X-ray structure determination of 8a revealed that the pyrene moiety is remarkably bent, the two ends forming an angle of 109.2 degrees. This degree of lengthwise bend slightly exceeds that present in the pyrene unit found in the equator of D-5h C-70, rendering it the most bent pyrene group yet prepared. The expectation of unusual reactivity is borne out by the apparent Diels-Alder reaction between 8a and tetracyanoethylene (TCNE) to give adduct 9.

  DOI：

  10.1002/(sici)1521-3765(19990604)5:6<1823::aid-chem1823>3.0.co;2-i
• 作为产物：
  描述：

  1,5-二溴戊烷 、 5-羟基间苯二甲酸二甲酯 在 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以76%的产率得到1,5-Bis(3,5-bis(methoxycarbonyl)phenoxy)pentane
  参考文献：
  名称：

  1,7-Dioxa[7](2,7)pyrenophane: The Pyrene Moiety Is More Bent than That of C70

  摘要：

  The synthesis of the highly strained title compound 8a was achieved by the valence isomerization and in situ dehydrogenation of the cyclophanediene 7a at only 80 degrees C. A single-crystal X-ray structure determination of 8a revealed that the pyrene moiety is remarkably bent, the two ends forming an angle of 109.2 degrees. This degree of lengthwise bend slightly exceeds that present in the pyrene unit found in the equator of D-5h C-70, rendering it the most bent pyrene group yet prepared. The expectation of unusual reactivity is borne out by the apparent Diels-Alder reaction between 8a and tetracyanoethylene (TCNE) to give adduct 9.

  DOI：

  10.1002/(sici)1521-3765(19990604)5:6<1823::aid-chem1823>3.0.co;2-i

文献信息

• 1,7-Dioxa[7](2,7)pyrenophane: The Pyrene Moiety Is More Bent than That of C70
  作者：Graham J. Bodwell、John N. Bridson、Tom J. Houghton、Jason W. J. Kennedy、Michael R. Mannion

  DOI：10.1002/(sici)1521-3765(19990604)5:6<1823::aid-chem1823>3.0.co;2-i

  日期：1999.6.4

  The synthesis of the highly strained title compound 8a was achieved by the valence isomerization and in situ dehydrogenation of the cyclophanediene 7a at only 80 degrees C. A single-crystal X-ray structure determination of 8a revealed that the pyrene moiety is remarkably bent, the two ends forming an angle of 109.2 degrees. This degree of lengthwise bend slightly exceeds that present in the pyrene unit found in the equator of D-5h C-70, rendering it the most bent pyrene group yet prepared. The expectation of unusual reactivity is borne out by the apparent Diels-Alder reaction between 8a and tetracyanoethylene (TCNE) to give adduct 9.