1-methyl-2-phenylazo-ortho-carborane | 37889-44-4

• 英文名称: 1-methyl-2-phenylazo-ortho-carborane
• 英文别名: 1-benzeneazo-2-methyl-o-carborane；(Me)(o-carboranyl)(NNPh)
• CAS: 37889-44-4
• 化学式: C₉H₁₈B₁₀N₂
• 分子量: 262.365
• InChiKey: RYBDWQVHQIIPFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-methyl-2-phenylazo-ortho-carborane 在 镍 氢气 作用下， 以 乙醇 为溶剂， 以90-95的产率得到1-amino-2-methyl-ortho-carborane
  参考文献：
  名称：

  Simple method for the preparation of 1-amino-o- and 1-amino-m-carboranes

  摘要：

  DOI：

  10.1007/bf00953731
• 作为产物：
  描述：

  1-methyl-ortho-carborane 、 benzenediazonium tetrafluoroborate 在 butyllithium 作用下， 以 乙醚 为溶剂， 以50%的产率得到1-methyl-2-phenylazo-ortho-carborane
  参考文献：
  名称：

  Trends in ortho-carboranes 1-X-2-R-1,2-C2B10H10 (R=Ph, Me) bearing an exo-CN-bonded substituent group (X=NO, NNR′ or NHR′′)

  摘要：

  The preparation and crystal structures of four ortho-carboranyl-nitrogen compounds, PhCb degrees N=N(C6H4Me-4) (1), PhCb degrees NHNH(C6H4Me-4) (2), MeCb degrees NHNHPh (3) and PhCb degrees NHOH (4) (Cb degrees = 1,2-C2B10H10; nitrogen groups at cage carbon C1, Ph or Me at C2), the last as a 1,4-dioxane solvate, are reported. Comparisons of their structures with those of other ortho-carboranyl-nitrogen systems studied earlier reveal further correlations between their cage C-C and exo-C-N bond distances and bond orders. Substituent orientations and bond distances (cage C1-C2, exo-C1-N) in RCb degrees NHR '' systems (R = Ph or Me at C2) are consistent with dative pi-bonding from a nitrogen lone pair into the cage carbon p-AO otherwise responsible for cage C1-C2 sigma-bonding. Their C1-C2 bond distances are remarkably sensitive to the planar (sp(2)) or pyramidal (sp(3)) nature of the NHR '' group. The N=O and N=NR' residues in RCb degrees X prefer to be orientated in plane with the cage C1-C2 in contrast to the RCb degrees NHR '' systems. Correlations between their cage C-C and exo-C-N bond distances and the B-11 NMR chemical shifts of their antipodal boron atoms reflect the pi-bonding characteristics of the nitrogen substituent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.04.041

文献信息

• Kalinin, V. N.; Usatov, A. V.; Zakharkin, L. I., Journal of general chemistry of the USSR, 1981, vol. 51, p. 1853 - 1854
  作者：Kalinin, V. N.、Usatov, A. V.、Zakharkin, L. I.

  DOI：——

  日期：——