(Z)-Hept-1-en-1-yl-phenyl-sulfid | 66967-47-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (Z)-Hept-1-en-1-yl-phenyl-sulfid
• 英文别名: hept-1-enyl(phenyl)sulfide；[(1Z)-1-heptenylsulfanyl]benzene；[(Z)-hept-1-enyl]sulfanylbenzene
• CAS: 66967-47-3
• 化学式: C₁₃H₁₈S
• 分子量: 206.352
• InChiKey: RNGFTHCBVQXNFQ-XFXZXTDPSA-N

物化性质

• 沸点：
  294.7±13.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  正己醛 在 copper(l) iodide 、 乙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (Z)-Hept-1-en-1-yl-phenyl-sulfid
  参考文献：
  名称：

  Stereocontrolled preparation of chiral (E)-1-alkenyl sulfoxides. Efficient reduction of alkenyl sulfoxides to the corresponding alkenyl sulfides

  摘要：

  DOI：

  10.1021/jo00415a032

文献信息

• Silicananoparticles as a reusable catalyst: a straightforward route for the synthesis of thioethers, thioesters, vinyl thioethers and thio-Michael adducts under neutral reaction conditions
  作者：Subhash Banerjee、Jayanta Das、Richard P. Alvarez、Swadeshmukul Santra

  DOI：10.1039/b9nj00399a

  日期：——

  A simple and straightforward route for the synthesis of thioethers, thioesters, vinyl thioethers and thio-Michael adducts has been demonstrated using silica nanoparticles (NPs) as a reusable catalyst via the 1,2-addition of thiols to alkenes, alkynes and alkyl/acyl halides, and the 1,4-addition of thiols to conjugated alkenes at room temperature.

  使用以下方法证明了一种简单而直接的合成硫醚，硫酯，乙烯基硫醚和硫代-迈克尔加合物的方法 硅石通过在室温下将硫醇1,2-加成到烯烃，炔烃和烷基/酰基卤化物，以及将硫醇1,4-加成到共轭烯烃，作为可重复使用的催化剂的纳米颗粒（NPs）。
• Highly stereoselective anti-Markovnikov hydrothiolation of alkynes and electron-deficient alkenes by a supported Cu-NHC complex
  作者：Yong Yang、Robert M. Rioux

  DOI：10.1039/c4gc00642a

  日期：——

  A robust silica-supported Cu-NHC complex catalyzed highly stereoselective anti-Markovnikov hydrothiolation of alkynes or electron-deficient alkenes to construct C–S bonds.

  一种强大的硅支撑的Cu-NHC复合物催化高立体选择性的炔烃或电子亏缺烯烃的反Markovnikov加硫反应，以构建C-S键。
• Nickel(II) Chloride-Catalyzed Regioselective Hydrothiolation of Alkynes
  作者：Valentine P. Ananikov、Denis A. Malyshev、Irina P. Beletskaya、Grigory G. Aleksandrov、Igor L. Eremenko

  DOI：10.1002/adsc.200505168

  日期：2005.12

  of PhSH to alkynes (HC≡C-R) has been performed using easily available nickel complexes. The non-catalytic side reaction leading to anti-Markovnikov products was suppressed by addition of γ-terpinene to the catalytic system. The other side reaction leading to the bis(phenylthio)alkene was avoided by excluding phosphine and phosphite ligands from the catalytic system. It was found that catalytic amounts

  使用容易获得的镍络合物，将PhSH的区域选择性Markovnikov型加成到炔烃（HC≡CR）中。通过向催化体系中添加γ-萜品烯抑制了导致抗马尔科夫尼科夫产物的非催化副反应。通过从催化体系中排除膦和亚磷酸酯配体，避免了导致双（苯硫基）烯烃的另一副反应。发现催化量的Et 3 N显着提高了催化反应的产率和选择性。在最佳条件下，各种炔烃[R = n -C 5 H 11，CH 2 NMe 2，CH 2 OMe，CH2 SPh，C 6 H 11（OH），（CH 2）3 CN]。报告了一种合成产物的X射线结构。
• Synthesis of vinyl sulfides using glycerol as a recyclable solvent
  作者：Eder J. Lenardão、Márcio S. Silva、Renata G. Lara、Júnior M. Marczewski、Maraisa Sachini、Raquel G. Jacob、Diego Alves、Gelson Perin

  DOI：10.3998/ark.5550190.0012.222

  日期：——

  alkynes promoted by KF/Al2O3, using glycerol as recyclable solvent. This improved method furnishes selectively the corresponding anti-Markovnikov vinyl sulfides in good to excellent yields starting from terminal alkynes and aliphatic or aromatic thiols. The irradiation with microwaves facilitated the procedure and accelerates the reaction. The catalytic system and the glycerol can be re-used up to four

  描述了一种新的、清洁的、有效的协议，用于由 KF/Al2O3 促进的末端炔烃的氢硫醇化，使用甘油作为可回收溶剂。这种改进的方法从末端炔烃和脂肪族或芳香族硫醇开始，选择性地提供相应的反马尔科夫尼科夫乙烯基硫化物，产率良好至极好。微波辐射促进了该过程并加速了反应。催化系统和甘油可以重复使用多达四次，无需事先处理，并且具有相当的活性。
• Reactions of phenylthiotrimethylsilylmethyllithium: Preparation of α-phenylthioketones and additions to 2-cyclohexen-1-one
  作者：David J Ager

  DOI：10.1016/s0040-4039(01)90557-x

  日期：1981.1

  Phenylthiotrimethylsilylmethyllithium(1) was reacted with a variety of electrophiles, including some containing two functional groups. α-Phenylthiolketones were obtained from the reaction with esters. The anion(1) underwent either 1,2- or 1,4-addition, depending on the conditions used, with 2-cyclohexen-1-one.

  苯硫基三甲基甲硅烷基甲基锂（1）与多种亲电试剂反应，包括一些含有两个官能团的亲电试剂。通过与酯反应获得α-苯硫基酮。根据所使用的条件，将阴离子（1）与2-cyclohexen-1-one进行1,2-或1,4-加成。