urea-15N₁ | 71451-00-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: urea-15N₁
• 英文别名: [1-¹⁵N]urea；Harnstoff<¹⁵N1>；(¹⁵N)-Harnstoff；Urea mono N-15；amino(azanyl)methanone
• CAS: 71451-00-8
• 化学式: CH₄N₂O
• 分子量: 61.0489
• InChiKey: XSQUKJJJFZCRTK-VQEHIDDOSA-N

物化性质

• 密度：
  1.213±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ammonium-15N cyanate 反应 1.0h， 以42%的产率得到urea-15N₁
  参考文献：
  名称：

  A proton NMR investigation of rotation about the C(O)-N bonds of urea

  摘要：

  The rates and activation energies have been determined by proton NMR for (H2N(CO)NH2)-N-15-N-14 1 and hydrogen-exchange equilibrated mixtures of 1 and (H2N(CO)NH2)-N-15-N-15 2 with D2NC(O)ND2 3. Synthesis of 1 was achieved by the classic Wohler procedure from (NH4)-N-15 C=N-14=O with no detectable formation of (H2N(CO)NH2)-N-15-N-15. In the slow-rotation regime, the chemical-shift difference between the protons cis and trans to the carbonyl oxygen decreases rather rapidly with increasing temperature (0.0063 ppm/degrees). Coupling parameters were extracted from the rather complex six-spin system afforded by (H2NC(O)NH2-N-15-N-15. The activation parameters for the rotation in dimethylformamide-dimethyl sulfoxide solution were DELTAG(double dagger) (245 K) = 11.2 +/- 0.3 kcal/mol and E(a) = 13.5 +/- 0.25 kcal/mol. Significant changes in the sensitivity of the variations of the proton shifts with temperature were found with substitution of deuterium for hydrogen and addition of water to the solvent. The overall results are in accord with the resonance interpretation of the barrier to rotation about the C(O)-N bonds of amides and ureas.

  DOI：

  10.1021/j100114a013

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 45.1.11, page 399 - 401
  作者：

  DOI：——

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• Schaedel, R.; Huebner, H., Kernenergie, 1962, vol. 5, p. 347 - 351
  作者：Schaedel, R.、Huebner, H.

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 45.8.4.3.1, page 418 - 418
  作者：

  DOI：——

  日期：——
• Dyke, H. B. van; Scudi, J. V.; Tabern, D. L., 1947, vol. 90, p. 264
  作者：Dyke, H. B. van、Scudi, J. V.、Tabern, D. L.

  DOI：——

  日期：——
• Williams, D. L., Nuclear science abstracts, AECU-664, 1950, vol. 4, p. 1406
  作者：Williams, D. L.

  DOI：——

  日期：——