bromochlorocarbene | 13590-47-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: bromochlorocarbene
• 英文别名: chlorobromocarbene；bromo-chloro-methanediyl；bromo-chloro-carbene；bromo-chloro-methylene；Brom-chlor-methylen；Brom-chlor-carben
• CAS: 13590-47-1
• 化学式: CBrCl
• 分子量: 127.368
• InChiKey: CUTIHTZEPAAEMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  3
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  bromochlorocarbene 在 sodium iodide 作用下， 以 乙二醇二甲醚 为溶剂， 生成 1,1,2-三甲基-3-氯-3-溴环丙烷 、 1-Brom-1-chlor-2,2-dimethylcyclopropan
  参考文献：
  名称：

  Giese, Bernd; Lee, Woo-Bung; Meister, Juergen, Liebigs Annalen der Chemie, 1980, # 5, p. 725 - 735

  摘要：

  DOI：
• 作为产物：
  描述：

  三溴氯甲烷 在 Li 作用下， 生成 bromochlorocarbene
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D2, 2.6, page 43 - 43

  摘要：

  DOI：

文献信息

• Reactions of Alkali‐Metal Atoms with Carbon Tetrabromide. Infrared Spectra and Bonding in the Tribromomethyl Radical and Dibromocarbene in Solid Argon
  作者：Lester Andrews、T. Granville Carver

  DOI：10.1063/1.1670158

  日期：1968.7.15

  Simultaneous condensation at 15°K of beams of lithium atoms and carbon tetrabromide diluted in argon produces infrared absorptions which are identified as lithium bromide and the tribromomethyl radical. Comparisons within the series of radicals CCl3, CCl2Br, CClBr2, and CBr3 verify the molecular identity. Assignments to the carbon–bromine stretching vibrations are ν1 = 582 cm−1 and v3 = 773 cm−1, whereas the bending modes v2 and v4 were not observed. The stretching force constants Fr = 3.55 mdyn/Å and Frr = 0.70 mdyn/Å are compared with those of other bromocarbons and BBr3. The high carbon–bromine stretching-force constant can be rationalized by the fact that the tribromomethyl radical is resonance stabilized. Secondary reaction of lithium atoms with the tribromomethyl radical yields a sufficient concentration of dibromocarbene for infrared spectral study. Variation of the perbromochloromethane precursors and loss of CBr2 absorptions with attendant growth of the most intense C2Br4 absorption on sample warming furnish convincing evidence that dibromocarbene is isolated in the argon matrix. Assignments to the carbon–bromine stretching vibrations are v1 = 595.0 cm−1 and v3 = 640.5 cm−1, and the bending mode was not detected. The stretching-force constants Fr = 2.38 mdyn/Å and Frr = 0.18 mydn/Å indicate that C–Br single bonds are present in dibromocarbene, making it unlikely that the electron deficiency of the carbon atom is relieved by pi bonding with bromine.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D2, 4.2.8.5.9, page 348 - 348
  作者：

  DOI：——

  日期：——
• Methylene Derivatives as Intermediates in Polar Reactions. XIII. The Basic Hydrolysis of Bromochloroiodomethane¹
  作者：Jack Hine、Franklin P. Prosser

  DOI：10.1021/ja01549a040

  日期：1958.8
• Formation of Naphthalenes from Indenes. III.¹ Substituted Methanes as Carbene Precursors
  作者：WILLIAM E. PARHAM、ROBERT R. TWELVES

  DOI：10.1021/jo01358a003

  日期：1957.7
• Papulov, Yu. G.; Chulkova, L. V.; Levin, V. P., Zhurnal Strukturnoi Khimii, 1972, vol. 13, p. 655 - 660
  作者：Papulov, Yu. G.、Chulkova, L. V.、Levin, V. P.、Stepan'yan, A. E.

  DOI：——

  日期：——