7-methylenenorbornadiene | 37846-63-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 7-methylenenorbornadiene
• 英文别名: 7-Methylennorbornadien；7-Methylen-bicyclo<2.2.1>hepta-2,5-dien；Methylenbicyclo<2.2.1>heptadien；7-Methylen-norbornadien；Methylen-norbornadien；Methylenorbornadien；Bicyclo(2.2.1)hepta-2,5-diene, 7-methylene-；7-methylidenebicyclo[2.2.1]hepta-2,5-diene
• CAS: 37846-63-2
• 化学式: C₈H₈
• 分子量: 104.152
• InChiKey: OWNNLXWCBCZDHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  7-methylenenorbornadiene 生成 苯
  参考文献：
  名称：

  HOFFMANN, R. W.;RIEMANN, A.;MAYER, B., CHEM. BER., 1985, 118, N 6, 2493-2513

  摘要：

  DOI：
• 作为产物：
  描述：

  3-methylenetetracyclo<3.2.0.0^2,7,0^4,6>heptane 在 Rh catalyst 作用下， 以 四氯化碳 为溶剂， 生成 7-methylenenorbornadiene
  参考文献：
  名称：

  Unsaturated heterocyclic systems. XC. Uniparticulate electrophilic addition as a probe of possible bicycloaromatic and antibicycloaromatic carbonium ion character. Reactions of chlorosulfonyl isocyanate with exocyclic methylene precursors to such cations

  摘要：

  DOI：

  10.1021/jo00950a024

文献信息

• Bicyclofulvene—VI
  作者：Reinhard W. Hoffman、Johannes Becherer

  DOI：10.1016/0040-4020(78)80143-4

  日期：1978.1

  Ketene imminium ion (4), diphenyl ketene, tosyl isocyanate and tetracyanoethylene add selectively to the semicyclic double bond of 1. This is interpreted to result from the polarity of the semicyclic double bond in 1.

  烯酮亚铵离子（4），二苯基乙烯酮，甲苯磺酰基异氰酸酯和四氰乙烯选择性地添加到的semicyclic双键1。这被解释为是由1中的半环双键的极性引起的。
• Synthesis of tetracyclo[3.3.0.02.4.03.6]oct-7-ene and some of its derivatives
  作者：J. Stapersma、I.D.C. Rood、G.W. Klumpp

  DOI：10.1016/0040-4020(82)85065-5

  日期：1982.1

  A full account is given of the synthesis of the title compound, its 7,8-dihydro-analogue and of some of its derivatives.

  完整说明了标题化合物，其7,8-二氢类似物及其某些衍生物的合成。
• An unusual bilaterally flanked olefin; X-ray crystal structure of 5,14;7,12-bis-(o-benzeno)-6,13-ethenylidene-5,5a,6,6a,7,12,12a,13,13a,14-decahydropentacene
  作者：Douglas N. Butler、Indranil Gupta、Winnie Wong Ng、Stanley C. Nyburg

  DOI：10.1039/c39800000596

  日期：——

  Spectroscopic and chemical evidence reveals the intramolecular π–π orbital proximity in the novel Diels–Alder adducts (7) and (9); the X-ray crystal structure of (9) is reported.

  光谱和化学证据揭示了新型狄尔斯-阿尔德加合物（7）和（9）中分子内的π - π轨道接近性。报告了（9）的X射线晶体结构。
• Hoffmann, Reinhard W.; Riemann, Achim; Mayer, Bernhard, Chemische Berichte, 1985, vol. 118, # 6, p. 2493 - 2513
  作者：Hoffmann, Reinhard W.、Riemann, Achim、Mayer, Bernhard

  DOI：——

  日期：——
• The Putative Role of Homoconjugation in Radical Cations: Electron Transfer Photochemistry of 7-Methylenenorbornadiene and 7-Methylenequadricyclane
  作者：Hengxin Weng、Xue-Mei Du、Heinz D. Roth

  DOI：10.1021/ja00106a017

  日期：1995.1

  Photoinduced electron transfer from 7-methylenenorbornadiene, MN, and 7-methylenequadricyclane, MQ, to an excited sensitizer/acceptor in the presence of methanol generates products of several structure types. All products require nucleophilic capture of the radical cations, MN(.+) and MQ(.+), by methanol, followed by rapid rearrangements of the resulting free radicals to C-. as the key intermediate. The short lifetime of the primary products of capture is ascribed to the allylic nature of their C-4-C-5 bonds. The stereochemistry of the methoxy groups in the products indicates that the nucleophile attacks MQ(.+) exclusively from the ''exo'' face (''backside'' attack), whereas MN(.+) shows, in addition, a limited degree of attack from the ''endo'' face.

表征谱图