1-(2-hydroxyethyldiazenyl)-1,3-dimethylurea | 113274-28-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(2-hydroxyethyldiazenyl)-1,3-dimethylurea
• CAS: 113274-28-5
• 化学式: C₅H₁₂N₄O₂
• 分子量: 160.176
• InChiKey: AALVCJIGPOTDSN-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.38
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  77.29
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxyethyldiazenyl)-1,3-dimethylurea 生成 1-(2-氯乙基)-3-甲基-3-(N-甲基氨基甲酰基)三氮烯
  参考文献：
  名称：

  MICHEJDA, CHRISTOPHER J.;SMITH, RICHARD H. (JR)

  摘要：

  DOI：
• 作为产物：
  描述：

  1-<2-(tert-butyldimethylsiloxy)ethyl>-3-methyltriazene 生成 1-(2-hydroxyethyldiazenyl)-1,3-dimethylurea
  参考文献：
  名称：

  MICHEJDA, CHRISTOPHER J.;SMITH, RICHARD H. (JR)

  摘要：

  DOI：

文献信息

• Novel triazenes and triazolines from the base-catalyzed hydrolysis of 1,3-dialkyl-3-acyltriazenes
  作者：Richard H. Smith、Brian D. Wladkowski、Julie A. Herling、Timothy D. Pfaltzgraff、Jesse E. Taylor、Erin J. Thompson、Brunon Pruski、John R. Klose、Christopher J. Michejda

  DOI：10.1021/jo00050a016

  日期：1992.11

  The products and mechanism of hydrolytic decomposition of a series of 1,3-dialkyl-3-acyltriazenes were studied in alkaline buffers. In general the mechanism of decomposition involves deacylation leading to the formation of the parent 1,3-dialkyltriazene. The solvent deuterium isotope effect (k(H2O)/k(D2O)) is less than 1.0, indicating specific base catalysis. A plausible mechanistic explanation is rapid reversible attack by hydroxide ion, followed by rate-limiting heterolysis of the N(l)-acyl bond. The resultant, 1,3-dialkyltriazene is somewhat unstable under the reaction conditions and undergoes subsequent hydrolysis, a reaction previously shown to be specific acid-catalyzed. When the N(l) alkyl group is 2-chloroethyl, unusual products are obtained. For the 3-acetyl and 3-carbethoxy derivatives, the initial deacylation product, 1-(2-chloroethyl)-3-methyltriazene, efficiently cyclizes to form 1-methyltriazoline. The 3-(methylcarbamoyl) derivative does not deacylate, but instead undergoes dehydrohalogenation to 1-vinyl-3-methyl-3-(methylcarbamoyl)triazene.
• SMITH, RICHARD H. , JR.;MEHL, ANDREW F.;SHANTZ, DONALD L. , JR.;CHMURNY, +, J. ORG. CHEM., 53,(1988) N 7, 1467-1471
  作者：SMITH, RICHARD H. , JR.、MEHL, ANDREW F.、SHANTZ, DONALD L. , JR.、CHMURNY, +

  DOI：——

  日期：——
• MICHEJDA, CHRISTOPHER J.;SMITH, RICHARD H. (JR)
  作者：MICHEJDA, CHRISTOPHER J.、SMITH, RICHARD H. (JR)

  DOI：——

  日期：——