N-trimethylsilyl-N'-phenylurea | 165334-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-trimethylsilyl-N'-phenylurea
• 英文别名: 1-phenyl-3-trimethylsilylurea
• CAS: 165334-40-7
• 化学式: C₁₀H₁₆N₂OSi
• 分子量: 208.335
• InChiKey: WZUVKIGGXOFSSS-UHFFFAOYSA-N

物化性质

• 熔点：
  69 °C
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-trimethylsilyl-N'-phenylurea 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 4.0h， 生成 4-溴苯基脲
  参考文献：
  名称：

  Reaction of Phenylurea and N-Trimethylsilyl-N'-phenylurea with Vanadocene and N-Bromosuccinimide

  摘要：

  Phenylurea and N-trimethylsilyl-N'-phenylurea react with vanadocene (Cp2V) in toluene to,give N-(eta(5)-cyclopentadienyl)vanadio-N'-phenylurea as a major product and Cp2VN=C=O and aniline as by-products. The reaction of N-trimethylsilyl-N'-phenylurea with N-bromosuccinimide in THF produces, instead of expected N-phenylureidosuccinimide and bromotrimethylsilane, succinimide and N-(p-bromophenyl)-N-trimethylsilylurea which hydrolyzes to form (p-bromophenyl)urea.

  DOI：

  10.1023/b:rugc.0000016022.68917.bd
• 作为产物：
  描述：

  苯基脲 、 六甲基二硅氮烷 在 硫酸氢铵 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以83%的产率得到N-trimethylsilyl-N'-phenylurea
  参考文献：
  名称：

  N,N?-Bis(trimethylsilyl)dicyandiamide

  摘要：

  N,N'-Bis(trimethylsilyl)dicyandiamide was prepared for the first time by the reaction of dicyandiamide with hexamethyldisilazane in boiling tetrahydrofuran. Thermal transformations of this compound were studied by DTA. The novel compound may be used in the synthesis of bis(trimethylsilyl) carbodiimide.

  DOI：

  10.1007/bf01169726

文献信息

• Gordetsov; Kulagina; Zimina, Russian Journal of General Chemistry, 2000, vol. 70, # 3, p. 409 - 412
  作者：Gordetsov、Kulagina、Zimina

  DOI：——

  日期：——
• Gordetsov; Moseeva; Kozina, Russian Journal of General Chemistry, 1998, vol. 68, # 2, p. 254 - 257
  作者：Gordetsov、Moseeva、Kozina、Kulagina、Zimina

  DOI：——

  日期：——
• Reaction of Phenylurea and N-Trimethylsilyl-N'-phenylurea with Vanadocene and N-Bromosuccinimide
  作者：A. S. Gordetsov、S. V. Zimina、N. V. Kulagina、E. M. Moseeva、Yu. A. Kurskii、M. A. Lopatin

  DOI：10.1023/b:rugc.0000016022.68917.bd

  日期：2003.10

  Phenylurea and N-trimethylsilyl-N'-phenylurea react with vanadocene (Cp2V) in toluene to,give N-(eta(5)-cyclopentadienyl)vanadio-N'-phenylurea as a major product and Cp2VN=C=O and aniline as by-products. The reaction of N-trimethylsilyl-N'-phenylurea with N-bromosuccinimide in THF produces, instead of expected N-phenylureidosuccinimide and bromotrimethylsilane, succinimide and N-(p-bromophenyl)-N-trimethylsilylurea which hydrolyzes to form (p-bromophenyl)urea.
• N,N?-Bis(trimethylsilyl)dicyandiamide
  作者：A. S. Gordetsov、L. N. Martynova、S. V. Zimina、E. M. Moseeva、S. E. Skobeleva、N. V. Kulagina

  DOI：10.1007/bf01169726

  日期：1994.3

  N,N'-Bis(trimethylsilyl)dicyandiamide was prepared for the first time by the reaction of dicyandiamide with hexamethyldisilazane in boiling tetrahydrofuran. Thermal transformations of this compound were studied by DTA. The novel compound may be used in the synthesis of bis(trimethylsilyl) carbodiimide.