3,6-Dimethylen-1,7-octadien | 3382-59-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3,6-Dimethylen-1,7-octadien
• 英文别名: 3,6-Dimethylene-1,7-octadiene；3,6-dimethylideneocta-1,7-diene
• CAS: 3382-59-0
• 化学式: C₁₀H₁₄
• 分子量: 134.221
• InChiKey: BGCNJQHDGMDZFV-UHFFFAOYSA-N

物化性质

• 沸点：
  173.9±10.0 °C(Predicted)
• 密度：
  0.773±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2901299090

反应信息

• 作为反应物：
  描述：

  3,6-Dimethylen-1,7-octadien 生成 2,5-Dimethylene-bicyclo[4.2.0]octane
  参考文献：
  名称：

  Roth, Wolfgang R.; Staemmler, Volker; Neumann, Martin, Liebigs Annalen, 1995, # 6, p. 1061 - 1118

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(溴甲基)丁-1,3-二烯 在 烯丙基溴化镁 作用下， 以 乙醚 为溶剂， 生成 3,6-Dimethylen-1,7-octadien
  参考文献：
  名称：

  Hyperconjugation and through-space and through-bond interactions in bridgehead alkyl radicals by electron spin resonance

  摘要：

  DOI：

  10.1021/ja00469a015

文献信息

• Interaction of Acyclic Tetraenes and Trienes with Transition Metals: Organonickel Compounds
  作者：E. Dreher、B. Gabor、P. W. Jolly、C. Kopiske、C. Krueger、A. Limberg、R. Mynott

  DOI：10.1021/om00004a049

  日期：1995.4

  The tetraene 3,6-dimethylene-1,7-octadiene (DMOD) reacts with zerovalent [NiPR(3)] species to give (eta(2),eta(2)-DMOD)NiPR(3) in which the methylene group of one 1,3-diene fragment and the vinyl group of the second interact with the metal atom. This unsymmetrical complexation of the tetraene has been confirmed by X-ray diffraction for the P(OC6H4-o-Ph)(3)-stabilized derivative (space group P2(1)/c, a = 10.057(1) Angstrom, b = 36.196(1) Angstrom, c = 10.944(1) Angstrom, a = y = 90 degrees, beta = 105.76(1)degrees, Z = 4, R = 0.056, R(W) = 0.071) and is the result of the preferred coordination of a 1,6-heptadiene chain to the metal atom. The NMR spectra indicate that the molecule is fluxional with a pairwise exchange of the methylene groups and of the vinyl groups. The structure of the product formed in the presence of the bidentate ligands (Pr2P)-P-i(CH2)(n)PPr2i (n = 1, 2, 3) is dependent upon the length of the chain bridging the two P-atoms, and compounds have been isolated having the composition (eta(2),eta(2),eta(2),eta(2)-DMOD)Ni-2(Pr-2(i)- PCH2PPr2i), (eta(4),eta(4)-DMOD)[Ni((Pr2PC2H4PPr2i)-P-i)](2), and (eta(2),eta(2)-DMOD)[Ni((Pr2PC3H6PPr)-P-i(2)(i))](2). The molecular structure of the bis(diisopropylphosphino)ethane-containing compound has been established by X-ray diffraction (space group C2/c, a = 17.535(2) Angstrom, b = 24.152(1) Angstrom, c = 11.767(1) Angstrom, a = y = 90 degrees, beta = 120.65(1)degrees, Z = 4, R = 0.034, R(W) = 0.035) and confirms that the two 1,3-diene fragments of the tetraene interact with [Ni((Pr2PC2H4PPr2i)-P-i)] moieties. The trienes 3-methylene-1,6-heptadiene and 3-methylene-1,7-octadiene react with [NiPPr3i] species to give (eta(2),eta(2)-triene)NiPPr3i compounds in which a 1,6-heptadiene chain is complexed to the metal atom.
• Interaction of Acyclic Tetraenes and Trienes with Transition Metals: Organoiron Compounds
  作者：P. W. Jolly、C. Kopiske、C. Krueger、A. Limberg

  DOI：10.1021/om00004a048

  日期：1995.4

  The tetraene 3,6-dimethylene-1,7-octadiene (DMOD) reacts with zerovalent [FePR(3)] species (prepared by reduction of FeCl2 . nTHF with active Mg in the presence of the donor ligand) to give (eta(4),eta(4) -DMOD)FePR(3) compounds. The crystal structure of the PPh(3)-stabilized derivative (space group R ($) over bar 3, a = b = c = 20.290(9) Angstrom, alpha = beta = gamma = 117.47(3)degrees, Z = 6, R = 0.048, R(W) = 0.052) confirms that the iron atom lies at the center of a square pyramid with the P atom at the apex and the two 1,3-diene fragments forming the base. That the products of the reaction of the trienes 3-methylene-1,6-heptadiene (MHD) and 3-methylene-1,7-octadiene (MOD) with zerovalent [Fe((Pr2P)-P-i(CH2)(n)PPr2i)] species (n = 1, 2, 3) contain a triene molecule bonded in an eta(2),eta(4)-manner to the metal atom has been confirmed by X-ray diffraction for (eta(2),eta(4)-MHD)Fe((Pr2PC2H4PPr2i)-P-i) (space group P2(1)/c, a = 11.831(1) Angstrom, b = 9.744(1) Angstrom, c = 20.917(2) Angstrom, beta = 104.87(1)degrees, Z = 4, R 0.042, R(W) = 0.039). Warming a red ethereal solution of (eta(2),eta(4)-MOD)Fe((Pr2PC3H6PPr2i)-P-i) to room temperature causes dissociation of the nonconjugated double bond of the triene to give the green, paramagnetic compound (eta(4)-MOD)Fe(Pr-2(i)-PC3H6PPr2i) which reacts with CO to give the yellow, diamagnetic compound (eta(4)-MOD)Fe(CO)((Pr2PC3H6PPr2i)-P-i).
• Intramolecular Diels-Alder reactions. A new entry into bridgehead bicyclo[3.n.1]alkenes
  作者：Kenneth J. Shea、Sean Wise

  DOI：10.1021/ja00488a052

  日期：1978.9
• Roth, Wolfgang R.; Staemmler, Volker; Neumann, Martin, Liebigs Annalen, 1995, # 6, p. 1061 - 1118
  作者：Roth, Wolfgang R.、Staemmler, Volker、Neumann, Martin、Schmuck, Carsten

  DOI：——

  日期：——
• Hyperconjugation and through-space and through-bond interactions in bridgehead alkyl radicals by electron spin resonance
  作者：Takashi Kawamura、Masaji Matsunaga、Teijiro Yonezawa

  DOI：10.1021/ja00469a015

  日期：1978.1