(Z)-2-methyloct-2-en-1-ol | 33965-54-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-2-methyloct-2-en-1-ol
• 英文别名: (Z)-2-methyl-oct-2-en-1-ol；Z-1-Hydroxi-2-methyl-octen-(2)
• CAS: 33965-54-7
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: HWEAZWRCARSQBX-CLFYSBASSA-N

物化性质

• 沸点：
  118-123 °C(Press: 12 Torr)
• 密度：
  0.846±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-methyloct-2-enoic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 10.0h， 生成 (Z)-2-methyloct-2-en-1-ol 、 (2E)-2-methyl-2-octen-1-ol
  参考文献：
  名称：

  Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups

  摘要：

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.

  DOI：

  10.1055/s-0032-1317843

文献信息

• Regioselective SN2 Opening of Vinylic Epoxides with Trialkylzincates and Trialkylaluminates
  作者：Olivier Equey、Emmanuel Vrancken、Alexandre Alexakis

  DOI：10.1002/ejoc.200300759

  日期：2004.5

  The use of trialkylorganozincates and tetraalkylaluminates allows regioselective SN2 nucleophilic opening of vinylic epoxides. The reaction occurs with an anti-substitution pattern and can be applied to a wide range of substrates. We also show that the solvent and the structure of the epoxide have an influence on the substitution products ratio.

  三烷基有机锌酸盐和四烷基铝酸盐的使用允许乙烯基环氧化物的区域选择性 SN2 亲核打开。该反应以反取代模式发生，可应用于多种底物。我们还表明，溶剂和环氧化物的结构对取代产物比率有影响。
• Palladium-Catalyzed Isomerization of<i>exo</i>-Methylenic Allylic Alcohols
  作者：Paul S. Fordred、D. Gangani Niyadurupola、Richard Wisedale、Steven D. Bull

  DOI：10.1002/adsc.200900309

  日期：2009.10

  Treatment of allylic alcohols containing a 1,1-disubstituted alkene with a palladium catalyst and hydrogen gas (1 bar) results in facile isomerization to their corresponding trisubstituted (E)-allylic alcohols, along with small amounts of the corresponding hydrogenated products.

  用钯催化剂和氢气（1bar）处理含有1，1-二取代的烯烃的烯丙基醇，以及少量的相应的氢化产物，容易地异构化为它们相应的三取代的（E）-烯丙基醇。
• Catalytic Regiodivergent Kinetic Resolution of Allylic Epoxides:  A New Entry to Allylic and Homoallylic Alcohols with High Optical Purity
  作者：Mauro Pineschi、Federica Del Moro、Paolo Crotti、Valeria Di Bussolo、Franco Macchia

  DOI：10.1021/jo035674h

  日期：2004.3.1

  A novel regiodivergent kinetic resolution of a series of allylic epoxides with alkylzinc reagents is described. Results demonstrate the potential of chiral copper-phosphoramidite catalysts for enantiomer differentiation of allylic epoxides, allowing a chiral catalyst-stereoregulated synthesis of cyclic allylic and homoallylic alcohols with high optical purities.
• A stereoselective synthesis of β,γ-disubstituted allylic alcohols of z-configuration
  作者：Mitsuhisa Tamura、Gohu Suzukamo

  DOI：10.1016/s0040-4039(01)90159-5

  日期：——
• NETLAND P. A., ORG. PREP. AND PROCED. INT, 1980, 12, NO 3-4, 261-262
  作者：NETLAND P. A.

  DOI：——

  日期：——