1-(1-chloro-2,2-dimethylpropyl)pyridin-1-ium | 115732-60-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(1-chloro-2,2-dimethylpropyl)pyridin-1-ium
• CAS: 115732-60-0
• 化学式: C₁₀H₁₄ClN
• 分子量: 183.681
• InChiKey: CEJIUOGCEYLCCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡啶 、 tert-butylchlorocarbene 在 2,3-二甲基-2-丁烯 作用下， 以 甲苯 为溶剂， 生成 1-(1-chloro-2,2-dimethylpropyl)pyridin-1-ium
  参考文献：
  名称：

  Pyridine ylide formation by capture of phenylchlorocarbene and tert-butylchlorocarbene. Reaction rates of an alkylchlorocarbene by laser flash photolysis

  摘要：

  DOI：

  10.1021/ja00224a068

文献信息

• Laser Flash Photolysis Study of Alkylhalocarbenes Generated from Non-Nitrogenous Precursors
  作者：Marc Robert、Igor Likhotvorik、Matthew S. Platz、Sarah C. Abbot、Mary M. Kirchhoff, and、Richard Johnson

  DOI：10.1021/jp972464y

  日期：1998.2.1

  Previously we have studied the photochemistry of alkylchlorodiazirines using laser flash photolysis methods and the pyridine ylide technique (White et al. J. Org. Chem. 1992, 17, 2841). The yield of trappable carbene was found to be a sensitive function of the alkylcarbene structure. This was attributed to ring opening of the diazirine to form a biradical which could suffer rearrangement, in addition to fragmentation to a carbene. It was also possible to explain the data in terms of a carbene-pyridine complex which can either rearrange or collapse to an ylide. In this work, alkylchlorocarbenes are generated from phenanthridenes. The results do not rule out the intermediacy of a carbene-pyridine complex; however, if this species is formed, it does not rearrange to chloroalkene in competition with collapse to form an ylide. This study reduces the urgency with which to postulate carbene-olefin complexes (Tomioka et al. J. Am. Chem. Soc. 1984, 106, 454).
• Concurrent hydrogen migration and nitrogen extrusion in the excited states of alkylchlorodiazirines
  作者：Walter R. White、Matthew S. Platz

  DOI：10.1021/jo00036a016

  日期：1992.5

  Laser flash photolysis of a series of alkylchlorodiazirines in the presence of pyridine generates easily detected, long-lived ylides. At large pyridine concentrations all of the alkylchlorocarbene generated in a laser flash is completely converted into ylide. The yield of ylide in this regime of pyridine concentration correlates with the alpha-C-H bond dissociation energy of the alkyl group. This demonstrates that hydrogen migration competes with carbene formation in the excited state of the precursor.
• Kinetics of a 1,3-CH carbene insertion reaction: tert-butylchlorocarbene
  作者：Robert A. Moss、Guo Jie Ho

  DOI：10.1021/ja00170a040

  日期：1990.7
• JACKSON, JAMES E.;SOUNDARARAJAN, N.;PLATZ, MATTHEW S.;LIU, MICHAEL T. H., J. AMER. CHEM. SOC., 110,(1988) N 16, 5595-5596
  作者：JACKSON, JAMES E.、SOUNDARARAJAN, N.、PLATZ, MATTHEW S.、LIU, MICHAEL T. H.

  DOI：——

  日期：——