Methylen-cyclononan | 56133-38-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: Methylen-cyclononan
• 英文别名: methylenecyclononane；Methylidenecyclononane
• CAS: 56133-38-1
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: LMKRTTHTCBDRKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• 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

安全信息

• 海关编码：
  2902199090

反应信息

• 作为反应物：
  描述：

  Methylen-cyclononan 在 sodium hydroxide 、 硼烷四氢呋喃络合物 、 双氧水 作用下， 生成 cyclononylmethanol
  参考文献：
  名称：

  Cycloalkylmethyl radicals. 5. 6- to 15-membered rings: ESR studies of ring conformations and stereodynamics

  摘要：

  DOI：

  10.1021/ja00257a006
• 作为产物：
  描述：

  (N,N-Dimethyl-N-oxo-aminomethyl)-cyclononan 在 水 作用下， 生成 Methylen-cyclononan
  参考文献：
  名称：

  Contraction of Medium Size Rings¹

  摘要：

  DOI：

  10.1021/ja01483a012

文献信息

• Cleavage of (3-chloro-2-methylenecycloalkyl)palladium chloride dimers: formation of olefins and α-methoxyolefins
  作者：William A. Donaldson

  DOI：10.1016/s0040-4020(01)86828-9

  日期：1987.1

  The cleavage of the title compounds () in methanolic potassium hydroxide gives mixtures of olefins and α-methoxyolefins in good yields. The ratio of the products is dependent on the size of the carbocydic ring. The mechanism proposed involves cleavage of to the corresponding allylic chloride (). Solvolysis of the chloride gives the α-methoxyolefin. Alternatively, oxidative addition of to Pd(0) generates

  标题化合物（）在甲醇氢氧化钾中的裂解以良好的收率得到烯烃和α-甲氧基烯烃的混合物。产物的比例取决于碳环的大小。提出的机理涉及裂解成相应的烯丙基氯（）。氯化物的溶剂分解得到α-甲氧基烯烃。或者，氧化成Pd（0）可生成新的π-烯丙基络合物，该化合物在随后裂解后可提供烯烃产物。
• Reactivity of (3-chloro-2-methylenecycloalkyl)palladium chloride dimers: pd-allyl cleavage, synthesis of (±)-13-methyltridecanolide.
  作者：William A. Donaldson、Barbara S. Taylor

  DOI：10.1016/s0040-4039(00)98980-9

  日期：1985.1

  The reactions of the title compounds under cleavage conditions affords the corresponding cycloalkenes as the major product. This methodology was used in the synthesis of 13-methyltridecanolide from cyclododecene.

  标题化合物在裂解条件下的反应得到相应的环烯烃作为主要产物。该方法用于从环十二烯合成13-甲基十三烷化物。
• Kinetics of carbenium ion additions to methylenecycloalkanes: cycloalkyl cation stabilities are not predominantly controlled by strain
  作者：Michael Roth、Christian Schade、Herbert Mayr

  DOI：10.1021/jo00080a027

  日期：1994.1

  Kinetic investigations of the reactions of the (p-anisyl)phenylcarbenium tetrachlordborate (1 BCl4- with methylenecycloalkanes (ring size 3-12 and 15) have-been performed. The second-order rate constants correlate with the solvolysis rates of the corresponding cycloalkyl derivatives, though none of the ring carbons is rehybridized in the rate-determining step (electrophilic attack of 1 at the CC double bond). A simple explanation fdr the observed rate effects cannot be given, and it is claimed that the common rationalization of cycloalkyl solvolysis rates by differences of internal strain has to be modified.
• Adlercreutz, Patrick; Magnusson, Goeran, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1980, vol. 34, # 9, p. 647 - 652
  作者：Adlercreutz, Patrick、Magnusson, Goeran

  DOI：——

  日期：——
• Sorm; Beranek, Chemicke Listy, 1953, vol. 47, p. 708,710
  作者：Sorm、Beranek

  DOI：——

  日期：——