3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane | 70234-75-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane
• 英文别名: ω-bromocamphene；ω-Bromcamphen；3-bromomethylene-2,2-dimethyl-norbornane；3-Brommethylen-2,2-dimethyl-norbornan；3-(Bromomethylidene)-2,2-dimethylbicyclo[2.2.1]heptane；3-(bromomethylidene)-2,2-dimethylbicyclo[2.2.1]heptane
• CAS: 70234-75-2
• 化学式: C₁₀H₁₅Br
• 分子量: 215.133
• InChiKey: SIODPGHCOJSSQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane 在 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 4,4-Dimethyl-bicyclo<3.2.1>octen-(2)-yl-tert.-butyl-ether-(3)
  参考文献：
  名称：

  Ring Enlargement Produced by the Alkaline Fusion of ι-Bromocamphene

  摘要：

  DOI：

  10.1021/jo01062a014
• 作为产物：
  描述：

  dl-camphene 在 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 生成 3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane
  参考文献：
  名称：

  N-溴代琥珀酰亚胺与莰烯和α-蒎烯的反应

  摘要：

  N-溴代琥珀酰亚胺 (NBS) 与烯烃或芳烃的反应已被用于在连接到不饱和基团的碳原子上用溴取代氢。这些反应通常被称为“烯丙基溴化”，通常由过氧化物或紫外光催化，并被公式化为涉及通过涉及双键或芳族系统的共振形式的贡献稳定的烯丙基型自由基。

  DOI：

  10.1021/ja01173a025

文献信息

• Photochemistry of organic halides: Some interesting features of the photobehaviour of vinyl halides and vinylidine dihalides derived from camphene
  作者：H.R. Sonawane、B.S. Nanjundiah、M.D. Panse

  DOI：10.1016/s0040-4039(00)98676-3

  日期：1985.1

  A study of the photochemistry of vinylidine dihalides 1 and 2 and vinylhalides 4 and 5 revealed some interesting differences in their photobehaviour. This study led to uncover an important constraint in the generation of vinyl cations from certain α-unsubstituted vinyl halides such as 4.

  乙烯基二卤化物1和2和乙烯基卤化物4和5的光化学研究表明，它们的光行为有些有趣的差异。这项研究导致发现从某些α-未取代的乙烯基卤化物（例如4）生成乙烯基阳离子的重要制约因素。
• Halogen/Metal vs. Hydrogen/Metal Exchange: General or Specific Site Selectivity as Exemplified in the Camphene Series
  作者：László Garamszegi、Manfred Schlosser

  DOI：10.1002/cber.19971300112

  日期：1997.1

  (Z)-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)methyllithium can be readily generated by treatment of (Z)-3-bromomethylene-2,2-dimethylbicyclo[2.2.1]heptane with tert-butyl-lithium. At -75°C, the organometallic intermediate is configurationally stable and reacts with a variety of electrophiles under stereochemical retention.

  （Z） - （3,3-二甲基二环[2.2.1]庚-2-亚基）甲基锂可通过处理（Z）-3-溴亚甲基-2,2-二甲基二环的[2.2.1]庚烷与能够容易地生成叔丁基锂。在-75°C下，有机金属中间体结构稳定，并在立体化学保留下与多种亲电试剂反应。
• Wallach, Justus Liebigs Annalen der Chemie, 1885, vol. 230, p. 258,265
  作者：Wallach

  DOI：——

  日期：——
• Rodygin, M. Yu.; Mikhailov, V. A.; Zubritskii, M. Yu., Russian Journal of Organic Chemistry, 1994, vol. 30, # 3.1, p. 359 - 363
  作者：Rodygin, M. Yu.、Mikhailov, V. A.、Zubritskii, M. Yu.、Savelova, V. A.

  DOI：——

  日期：——
• Solution structure of DinI provides insight into its mode of RecA inactivation
  作者：Benjamin E. Ramirez、Ad Bax、Oleg N. Voloshin、R. Daniel Camerini-otero

  DOI：10.1110/ps.9.11.2161

  日期：——

  AbstractThe Escherichia coli RecA protein triggers both DNA repair and mutagenesis in a process known as the SOS response. The 81‐residue E. coli protein DinI inhibits activity of RecA in vivo. The solution structure of DinI has been determined by multidimensional triple resonance NMR spectroscopy, using restraints derived from two sets of residual dipolar couplings, obtained in bicelle and phage media, supplemented with J couplings and a moderate number of NOE restraints. DinI has an α/β fold comprised of a three‐stranded β‐sheet and two α‐helices. The β‐sheet topology is unusual: the central strand is flanked by a parallel and an antiparallel strand and the sheet is remarkably flat. The structure of DinI shows that six negatively charged Glu and Asp residues on DinI's kinked C‐terminal α‐helix form an extended, negatively charged ridge. We propose that this ridge mimics the electrostatic character of the DNA phospodiester backbone, thereby enabling DinI to compete with single‐stranded DNA for RecA binding. Biochemical data confirm that DinI is able to displace ssDNA from RecA.