6-(amino-d2)-9-methyl-9H-purin-1-ium-1-d | 130859-50-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-(amino-d2)-9-methyl-9H-purin-1-ium-1-d
• CAS: 130859-50-6
• 化学式: C₆H₈N₅
• 分子量: 153.139
• InChiKey: WRXCXOUDSPTXNX-ZRLBSURWSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -0.64
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  9-甲基腺嘌呤 在 重水 作用下， 生成 6-(amino-d2)-9-methyl-9H-purin-1-ium-1-d
  参考文献：
  名称：

  Surface-enhanced Raman scattering study on adsorption structures of 9-methyladenine at silver electrode surfaces

  摘要：

  Surface-enhanced Raman scattering (SERS) spectra are measured for 9-methyladenine (9-MA), its N1-protonated form (9-MAH+), and the deuterated analogues of 9-MAH+ adsorbed on silver electrodes as a function of pH and electrode potential (E). The surface spectra observed for the adsorbate on the electrode in 0.1 mol/L KCl at E = 0.2 V (vs Ag/AgCl) and at pH values 2.8 and 1.0 prove that the adsorbate exists as the protonated form taking a nearly flat orientation to the electrode surface. When E is stepped to -0.4 V at pH 2.8, the adsorbate is converted to 9-MA with an end-on orientation; thus, the potential sweep results in a deprotonation process as well as an orientational change. At E = -0.2 V the coadsorbed chloride ions neutralize the positive charge of the adsorbate and stabilize the protonated form on the surface; on stepping E to -0.4 V, the chloride ions are desorbed from the surface, resulting in the increase in an electrostatic interaction between the adsorbate and the electrode surface; the increase causes the deprotonation. On the other hand, when E is swept from -0.2 to -0.4 V at pH 1.0, the adsorbate, which keeps the protonated state taking on a flat orientation to the surface, gives rise to prominent bands due to a C8-H out-of-plane bending (1033 cm-1) and a CH3 out-of-plane rocking (953 cm-1) vibration. The protonated species is more stable at pH 1.0 than the species at pH 2.8, and consequently the desorption of the chloride ions does not cauuse the deprotonation but induces a direct interaction between the adsorbate and the surface, which gives rise to the prominent out-of-lane vibrations.

  DOI：

  10.1021/j100156a057