Bicyclo<4.4.0>deca-1(6),2-diene | 62690-63-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: Bicyclo<4.4.0>deca-1(6),2-diene
• 英文别名: 1,2,3,4,5,6-hexahydronaphthalene；hexahydronaphthalene；Δ^1,9-Hexahydro-naphthalin；1,2,5,6,7,8-Hexahydro-naphthalin；1,2,5,6,7,8-Hexahydronaphthalin
• CAS: 62690-63-5
• 化学式: C₁₀H₁₄
• 分子量: 134.221
• InChiKey: DCDZNVULJAUPRK-UHFFFAOYSA-N

物化性质

• 沸点：
  226.5±7.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  Bicyclo<4.4.0>deca-1(6),2-diene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 10.0h， 以44%的产率得到萘
  参考文献：
  名称：

  Silver(I) catalyzed rearrangements of strained .sigma. bonds. 38. Regiospecificity of cyclopropylidene carbon-hydrogen insertion reactions within [m.n.1]propellane frameworks

  摘要：

  DOI：

  10.1021/ja00522a033
• 作为产物：
  描述：

  2-乙酰氧基-1,2,3,4,5,6,7,8-八氢萘 生成 Bicyclo<4.4.0>deca-1(6),2-diene
  参考文献：
  名称：

  (2-Vinylcyclopropyl)carbenes. More Stepwise Mechanisms for Ring-Expansion

  摘要：

  A simple vinyl group is sufficient to induce a stepwise mechanism for the ring expansion of cyclopropylcarbenes.

  DOI：

  10.1021/ja991254r

文献信息

• Hydrogenolysis of enamines—I
  作者：J.M. Coulter、J.W. Lewis、P.P. Lynch

  DOI：10.1016/s0040-4020(01)96286-6

  日期：1968.1

  are obtained by reaction of AlH3 with pyrrolidine enamines of acyclic and cyclic ketones. Enamines of α-substituted cyclohexanones are converted to 3-alkylcyclohexenes. Those derived from disubstituted acetaldehydes are only poorly hydrogenolysed as is the dienamine derived from Δ1,9-octalone. 1-N-Pyrrolidinocyclo-octene is unique in giving cyclo-octane in the hydrogenolysis reaction; trans-cyclo-octene

  烯胺与AlH 3，AlH 2 Cl和AlHCl 2反应，分别得到饱和胺和烯烃，分别是氢化和氢解的产物。后者的比例与氯化还原剂相比较低。通过使AlH 3与无环和环状酮的吡咯烷烯胺反应，可获得良好的烯烃收率。α-取代的环己酮的烯胺被转化为3-烷基环己烯。那些从二取代乙醛衍生仅氢解很差如从Δ得到的氨醇二烯胺1,9- -octalone。1-N-吡咯烷基环辛烯在氢解反应中产生环辛烷的独特之处。反式-环辛烯是可能的中间体。
• Hueckel,W.; Kraus,W., Justus Liebigs Annalen der Chemie, 1962, vol. 654, p. 49 - 63
  作者：Hueckel,W.、Kraus,W.

  DOI：——

  日期：——
• Thermal isomerization of a vinylcyclobutene to a cyclohexadiene
  作者：Gitendra C. Paul、Joseph J. Gajewski

  DOI：10.1021/jo00033a014

  日期：1992.3

  Above 100-degrees-C 5-methylenespiro[3.5]non-1-ene, 1, undergoes cyclobutene ring opening to (E)-triene 2 and apparent 1,3-shift to a hexahydronaphthalene, 3, in a 3 to 1 ratio. (E)-Triene 2 gives 3 in a competitive reaction. The activation energies for all three processes are obtained from a kinetic simulation at three temperatures. It is likely that the (Z)-triene 4, also derived by cyclobutene ring opening, is an intermediate in the 1 to 3 conversion. Speculation on the 2 to 3 conversion focuses on the possible intermediacy of a 3-vinylcyclohexenocyclobutene, 5. The apparent noninvolvement of a concerted 1,3-shift in the 1 to 3 reaction is discussed.
• Photochemistry of cyclopentenones: tricyclo[4.3.2.0]undecenones and tricyclo[3.3.3.0]undecenones
  作者：Robert L. Cargill、Norton P. Peet、David M. Pond、William A. Bundy、A. Bradford Sears

  DOI：10.1021/jo01308a010

  日期：1980.9
• (2-Vinylcyclopropyl)carbenes. More Stepwise Mechanisms for Ring-Expansion
  作者：Jordan M. Cummins、Istvàn Pelczer、Maitland Jones

  DOI：10.1021/ja991254r

  日期：1999.8.1

  A simple vinyl group is sufficient to induce a stepwise mechanism for the ring expansion of cyclopropylcarbenes.