1-phenyl-2-(4-methylphenyl)hydrazo-ortho-carborane | 1187454-64-3

• 英文名称: 1-phenyl-2-(4-methylphenyl)hydrazo-ortho-carborane
• 英文别名: (phenyl)(o-carboranyl)(N2H2C6H4Me-4)
• CAS: 1187454-64-3
• 化学式: C₁₅H₂₄B₁₀N₂
• 分子量: 340.479
• InChiKey: GLJFHIMFNDMDRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  盐酸 、 1-phenyl-2-(4-methylphenyl)azo-ortho-carborane 在 Zn 作用下， 以 乙醇 为溶剂， 以89%的产率得到1-phenyl-2-(4-methylphenyl)hydrazo-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