dodecane-1,12-diyl bis(2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetate)

• 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: dodecane-1,12-diyl bis(2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetate)
• 英文别名: 12-[2-(5-Methyl-2,4-dioxopyrimidin-1-yl)acetyl]oxydodecyl 2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetate；12-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]oxydodecyl 2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetate
• 化学式: C₂₆H₃₈N₄O₈
• 分子量: 534.61
• InChiKey: JYAWPBYPXBZKGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  38
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,12-二溴十二烷 、 胸腺嘧啶-1-乙酸 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以40%的产率得到dodecane-1,12-diyl bis(2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetate)
  参考文献：
  名称：

  Solid-State Photoreversible Polymerization of n-Alkyl-Linked Bis-Thymines using Non-Covalent Polymer-Templating

  摘要：

  基于生物启发机制的程序正越来越多地被用于根据绿色化学原理制造新型材料。胸腺嘧啶是 DNA 中的一种核酸碱基，具有氢键和光二聚化的倾向。当波长为 270 纳米时，胸腺嘧啶会发生光二聚化，当波长为 250 纳米时，胸腺嘧啶的光二聚化会逆转。在这项研究中，正烷基连接的双硫代氨基通过非共价氢键与聚（乙烯基吡咯烷酮）模板超分子配位，并在固态下进行光聚合。对产物进行光解聚以完成可逆聚合。

  DOI：

  10.1071/ch09619

文献信息

• Thermally Reversible Formation of Microspheres through Non-Covalent Polymer Cross-Linking
  作者：Raymond J. Thibault、Peter J. Hotchkiss、Mark Gray、Vincent M. Rotello

  DOI：10.1021/ja034868b

  日期：2003.9.1

  Bis-thymine units were used to noncovalently cross-link a complementary diamidopyridine-functionalized copolymer. Upon combination in noncompetitive solvents, discrete micron-scale spherical aggregates were formed arising from specific three-point polymer-cross-linker hydrogen bonding interactions. The diameter of these microspheres could be controlled through spacer structure. The cross-linking process was fully thermally reversible, with complete dissolution observed at 50 degreesC and reformation of the aggregates upon return to ambient temperature. This process could be repeated multiply, with lower particle dispersity observed arising from the annealing process.
• Solid-State Photoreversible Polymerization of n-Alkyl-Linked Bis-Thymines using Non-Covalent Polymer-Templating
  作者：Priscilla Johnston、Milton T.W. Hearn、Kei Saito

  DOI：10.1071/ch09619

  日期：——

  Procedures derived from bioinspired mechanisms are increasingly being used to create novel materials based on the principles of green chemistry. Thymine, a nucleic acid base in DNA, has the propensity to both hydrogen bond and photodimerize. Photodimerization of thymine occurs when irradiated at wavelengths of >270 nm and can be reversed by irradiation at wavelengths of <250 nm. In this investigation, n-alkyl-linked bis-thymines have been supramolecularly aligned with poly(vinyl pyrrolidone) templates by non-covalent hydrogen bonding, and photopolymerized in the solid state. Photo-depolymerization of the products was performed to complete the reversible polymerization.

  基于生物启发机制的程序正越来越多地被用于根据绿色化学原理制造新型材料。胸腺嘧啶是 DNA 中的一种核酸碱基，具有氢键和光二聚化的倾向。当波长为 270 纳米时，胸腺嘧啶会发生光二聚化，当波长为 250 纳米时，胸腺嘧啶的光二聚化会逆转。在这项研究中，正烷基连接的双硫代氨基通过非共价氢键与聚（乙烯基吡咯烷酮）模板超分子配位，并在固态下进行光聚合。对产物进行光解聚以完成可逆聚合。