exo-7-methylbicyclo<4.1.0>heptane | 14135-43-4

• 英文名称: exo-7-methylbicyclo<4.1.0>heptane
• 英文别名: trans-7-Methyl-norcaran, exo-7-Methyl-bicyclo<4.1.0>heptan；1c-1-Methyl-cis-bicyclo<4.1.0>heptan；endo-7-Methyl-bicyclo<4.1.0>heptan；exo-7-Methyl-bicyclo<4.1.0>heptan；exo-Methylbicyclo<4.1.0>heptan；7c-Methyl-(1rH,6cH)-norcaran
• CAS: 14135-43-4
• 化学式: C₈H₁₄
• 分子量: 110.199
• InChiKey: QLMJKZVSIFCPGU-WHUPJOBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  (1R,6S,7R)-7-Bromo-7-methyl-bicyclo[4.1.0]heptane 生成 exo-7-methylbicyclo<4.1.0>heptane
  参考文献：
  名称：

  FREEMAN, P. K.;HUTCHINSON, L. L., J. ORG. CHEM., 1983, 48, N 24, 4705-4713

  摘要：

  DOI：

文献信息

• Ring-opening of some radicals containing the cyclopropylmethyl system
  作者：Athelstan L. J. Beckwith、Graeme Moad

  DOI：10.1039/p29800001473

  日期：——

  Mono- and bi-cyclic radicals containing the cyclopropylmethyl system are readily generated by interaction of the appropriate halides with triphenyl- or tributyl-stannane. Each radical studied underwent ring-opening by fission of the more substituted βγ-bond. In the case of the secondary radical (12b) the new double bond was formed preferentially in the trans-configuration. Rate constants, which cannot

  通过适当的卤化物与三苯基或三丁基锡烷的相互作用，容易产生含有环丙基甲基系统的单环和双环基团。每个被研究的基团都通过更取代的βγ键的裂变而开环。在第二自由基（12b）的情况下，优先以反式构型形成新的双键。无法通过此方法高精度确定的速率常数在1×10 7 –3×10 8 s –1的范围内在25°C下。当通过流动方法在esr腔中产生时，α-羟基环丙基甲基自由基经历β裂变，随后进行1,5-氢原子转移以提供烯氧基。与非极性溶剂相比，后者在水中的反应更慢。刚性羟基降三环基自由基（43）可能会由于过渡态的偶极性质而优先发生取代度较低的βγ键的裂变。
• Carbenoid reactions by means of diethylcadmium and gem-diiodoalkane
  作者：J. Furukawa、N. Kawabata、T. Fujita

  DOI：10.1016/0040-4020(70)85024-4

  日期：——

  corresponding reaction with diethylzinc. Phenylsubstituted cyclopropane was obtained from the reaction of olefin with diethylcadmium and benzal iodide. The reaction was found to favour the syn isomer but less than the corresponding reaction with diethylzinc. Phenylpropadienes were obtained from phenylacetylenes, diethylcadmium and gem-diiodoalkane. On the other hand, in the corresponding reaction with diethylzinc

  由二乙基镉和宝石-二碘代烷制备镉类化合物，并对其反应进行了研究。烯烃与二乙基镉和亚甲基碘的反应通过立体有择的顺式加成以良好的收率得到环丙烷。烯烃，二乙基镉和亚乙基碘化物提供了Me取代的环丙烷，与相应的与二乙基锌反应的情况相反，其中的主要是抗异构体。由烯烃与二乙基镉和碘化苯的反应获得苯基取代的环丙烷。发现该反应有利于顺式异构体，但小于与二乙基锌的相应反应。苯丙二烯得自苯乙炔，二乙基镉和宝石-二碘代烷。另一方面，在与二乙基锌的相应反应中，炔属化合物的金属化作用比丙二烯的形成更为重要。
• Conformational analysis—III
  作者：N.L. Allinger、L.A. Tushaus

  DOI：10.1016/0040-4020(67)80038-3

  日期：1967.5

  chlorine tocis-cyclooctene yields thetrans-dichloride, which has a dipole moment of 3·1D, that is slightly solvent dependent. The correspondingcis-dichloride was not obtained by the chlorination of thetrans-olefin, but was synthesized indirectly, and found to have a dipole moment of 2·3D, which is also solvent dependent. The addition of halogen totrans-cyclooctene was shown to yield a complex mixture of products

  向顺式-环辛烯中添加氯会产生反式-二氯化物，其偶极矩为3·1D，这与溶剂有关。相应的顺式-二氯化物不是通过反式烯烃的氯化而得到的，而是间接合成的，发现其偶极矩为2·3D，这也与溶剂有关。已表明向反式-环辛烯中添加卤素会生成复杂的产物混合物，主要的混合物为1,3-二卤-2-甲基环庚烷。
• A novel synthesis of methylcyclopropanes
  作者：J. Nishimura、N. Kawabata、J. Furukawa

  DOI：10.1016/0040-4020(69)80006-2

  日期：1969.1

  prepared in 32–96% yield by the reaction of olefins with ethylidene iodide and diethylzinc. The reaction is electrophilic, and proceeds stereospecifically. In the case of the reaction with 1,2-disubstituted olefins, cis and trans olefins affords cyclopropane derivatives whose configurations with respect to the substituents from original olefins are cis and trans, respectively.

  通过烯烃与亚乙基碘和二乙基锌的反应，已经制备了几种甲基环丙烷，产率为32-96％。该反应是亲电的，并且立体定向地进行。在与1，2-二取代的烯烃反应的情况下，顺式和反式烯烃提供环丙烷衍生物，其相对于来自原始烯烃的取代基的构型分别为顺式和反式。
• Cyclopropane Synthesis from Methylene Iodide, Zinc-Copper Couple, and Olefins. III. The Methylene-Transfer Reaction
  作者：Howard E. Simmons、Elwood P. Blanchard、Ronald D. Smith

  DOI：10.1021/ja01061a017

  日期：1964.4