1,4-dimethylbicyclo<2.1.0>pentane | 17065-18-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: 1,4-dimethylbicyclo<2.1.0>pentane
• 英文别名: 1,4-Dimethyl-bicyclo<2.1.0>pentan；1,4-Dimethylbicyclo<2.1.0>pentan；1,4-Dimethylbicyclo[2.1.0]pentane
• CAS: 17065-18-8
• 化学式: C₇H₁₂
• 分子量: 96.1723
• InChiKey: GPBOEIMNJNTXIT-UHFFFAOYSA-N

物化性质

• 沸点：
  72.3±7.0 °C(Predicted)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,4-dimethylbicyclo<2.1.0>pentane 在 2,6-二叔丁基吡啶 、 tris-(4-bromophenyl)aminium hexachloroantimonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 以98%的产率得到1,3-二甲基环戊烯
  参考文献：
  名称：

  三（芳基）ami六氯锑酸盐：方便的单电子氧化剂，用于与双环偶氮烷和双环[2.1.0]戊烷进行化学电子转移

  摘要：

  已经研究了通过用三（芳基）ami六氯锑酸酯氧化而衍生自2,3-二氮杂双环[2.2.1]庚-2-烯1和双环[2.1.0]戊烷2的自由基阳离子的化学行为。

  DOI：

  10.1016/0040-4039(94)88418-8
• 作为产物：
  描述：

  2,4-二甲基-1,4-戊二烯 在 汞 作用下， 生成 1,4-dimethylbicyclo<2.1.0>pentane
  参考文献：
  名称：

  Mercury(3P1) photosensitized internal cycloaddition reactions in 1,4-, 1,5-, and 1,6-dienes

  摘要：

  DOI：

  10.1021/ja00995a018

文献信息

• Comparative study of the pyrolysis, photoinduced electron transfer (PET), and laser-jet and 185-nm photochemistry of alkyl-substituted bicyclic azoalkanes
  作者：Waldemar Adam、Uwe Denninger、Ralf Finzel、Fumio Kita、Herbert Platsch、Herbert Walter、Gerald Zang

  DOI：10.1021/ja00039a012

  日期：1992.6

  laser-jet and 185-nm photochemistry of 2,3-diazabicyclo[2.2.1]hept-2-ene (1a), syn-7-methyl-2,3-diazabicyclo[2.2.1]hept-2-ene (syn-1b), anti-7-methyl-2,3-diazabicyclo[2.2.1]hept-2-ene (anti-1b), 1,4-dimethyl-2,3-diazabicyclo[2.2.1]hept-2-ene (1c), 7,7-dimethyl-2,3-diazabicyclo[2.2.1]hept-2-ene (1d), and syn-7-(1-methylethyl)-2,3-diazabicyclo[2.2.1]hept-2-ene (syn-1e) were investigated and the results

  2,3-二氮杂双环[2.2.1]庚-2-烯(1a)、syn-7-methyl-2的气相热解、光致电子转移(PET)、激光喷射和185-nm光化学， 3-二氮杂双环[2.2.1]hept-2-ene (syn-1b), anti-7-methyl-2,3-diazabicyclo[2.2.1]hept-2-ene (anti-1b), 1,4-二甲基-2,3-二氮杂双环[2.2.1]庚-2-烯(1c)、7,7-二甲基-2,3-二氮杂双环[2.2.1]庚-2-烯(1d)和syn-7 -(1-甲基乙基)-2,3-二氮杂双环[2.2.1]庚-2-烯(syn-1e)进行了研究，并将它们的产品研究结果相互比较。偶氮烷烃 1 的热解和常规直接和二苯甲酮敏化的 350 nm 光解产生双环 [2.1.0] 戊烷 2 和数量可忽略不计的环戊烯 3
• Denitrogenation of bicyclic azoalkanes through photosensitized electron transfer: generation and intramolecular trapping of radical cations
  作者：Waldemar Adam、Juergen Sendelbach

  DOI：10.1021/jo00072a009

  日期：1993.9

  To elucidate the intermediates that intervene in the denitrogenation of bicyclic azoalkanes by photosensitized electron transfer (PET), the 2,3-diazabicyclo[2.2.1]hept-2-ene (DBH) derivative 1b was synthesized, and its PET reactions were examined. With triphenylpyrylium tetrafluoroborate (TPT) or 9,10-dicyanoanthracene (DCA) as sensitizers and biphenyl as cosensitizer, the azoalkane lb gave through intramolecular cyclization the spiro ethers 5 and 6 as trapping products, in addition to the bicyclopentane 2b and the cyclopentenes 3b,b', the latter as rearrangement products. Comparison with 1,4-dimethyl-DBH (1c) revealed that trapping of a 1,3-diyl radical cation as the major pathway is unlikely. PET experiments with the regioisomeric cyclopentenes 3b,b', which both led to the spiro ether 5, imply the involvement of the allyl cation 3b(-H)+ as the decisive intermediate in the nucleophilic trapping reactions. Comparison of the PET chemistry of the azoalkane lb and the corresponding bicyclopentane 2b gave further insight into the mechanism of denitrogenation of azoalkanes through single electron transfer. The latter results lend additional support for the involvement of the diazenyl radical cation 1.+, which to date has escaped direct detection.
• Adam Waldemar, Sahin Coskun, Sendelbach Juergen, Walter Herbert, ChenGuo-+, J. Amer. Chem. Soc, 116 (1994) N 6, S 2576-2584
  作者：Adam Waldemar, Sahin Coskun, Sendelbach Juergen, Walter Herbert, ChenGuo-+

  DOI：——

  日期：——
• Mercury(3P1) photosensitized internal cycloaddition reactions in 1,4-, 1,5-, and 1,6-dienes
  作者：Ramaswamy. Srinivasan、Karen H. Carlough

  DOI：10.1021/ja00995a018

  日期：1967.9
• Tris(aryl)aminium hexachloroantimonates: Convenient one-electron oxidants for chemical electron transfer with bicyclic azoalkanes and bicyclo[2.1.0]pentanes
  作者：Waldemar Adam、Coskun Sahin

  DOI：10.1016/0040-4039(94)88418-8

  日期：1994.11

  The chemical behavior of the radical cations derived from 2,3-diazabicyclo[2.2.1]hept-2-enes 1 and bicyclo[2.1.0]pentanes 2 by oxidation with tris(aryl)aminium hexachloroantimonates has been examined.

  已经研究了通过用三（芳基）ami六氯锑酸酯氧化而衍生自2,3-二氮杂双环[2.2.1]庚-2-烯1和双环[2.1.0]戊烷2的自由基阳离子的化学行为。