1-butoxy-2-(p-tolyl)-ethene | 161835-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-butoxy-2-(p-tolyl)-ethene
• 英文别名: 1-butoxy-2-(p-tolyl)-ethylene；1-[(E)-2-butoxyethenyl]-4-methylbenzene
• CAS: 161835-59-2
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: RCKYRMZALXOEBO-PKNBQFBNSA-N

物化性质

• 沸点：
  285.7±9.0 °C(predicted)
• 密度：
  0.939±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-二硝基苯肼 、 1-butoxy-2-(p-tolyl)-ethene 在 硫酸 作用下， 以 水 为溶剂， 生成 4-methylphenylacetaldehyde-2,4-dinitrophenylhydrazone
  参考文献：
  名称：

  Naidan; Fesak, Russian Journal of General Chemistry, 1997, vol. 67, # 3, p. 423 - 424

  摘要：

  DOI：
• 作为产物：
  描述：

  乙烯基正丁醚 、 p-methylbenzenediazonium chloride 在 碳酸氢钠 、 calcium carbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以4.9%的产率得到1-(2-Butoxy-2-chloro-ethyl)-4-methyl-benzene
  参考文献：
  名称：

  Naidan; Fesak, Russian Journal of General Chemistry, 1997, vol. 67, # 3, p. 423 - 424

  摘要：

  DOI：

文献信息

• First Application of Secondary Phosphines as Supporting Ligands for the Palladium-Catalyzed Heck Reaction: Efficient Activation of Aryl Chlorides
  作者：Anita Schnyder、Thomas Aemmer、Adriano F. Indolese、Ulrich Pittelkow、Martin Studer

  DOI：10.1002/1615-4169(200207)344:5<495::aid-adsc495>3.0.co;2-6

  日期：2002.7

  Secondary dialkylphosphines were successfully used for the first time as efficient supporting ligands for the palladium-catalyzed Heck reaction of electron-rich and electron-poor aryl chlorides with olefins such as acrylate, ethylene, styrene, and n-butyl vinyl ether. The yields with HP(t-butyl)2 and HP(adamantyl)2 were comparable or better than those obtained with known systems of tertiary phosphines

  仲二烷基膦首次成功地用作富钯和贫电子芳基氯化物与烯烃（如丙烯酸酯，乙烯，苯乙烯和正丁基乙烯基醚）的钯催化的Heck反应的有效支撑配体。HP（叔丁基）2和HP（金刚烷基）2的产率与已知的叔膦体系如P（环己基）3和P（叔丁基）3的产率相当或更好。，尤其是在催化剂负载＜1mol％的情况下。与叔膦相比，仲膦具有易于以工业规模以低成本获得的优点，并且在处理和氧敏感性方面是可比的。
• Coupling of nucleophiles, vinyl compounds or CO with water, alcohols or amines to organic compounds
  申请人：——

  公开号：US20010037042A1

  公开（公告）日：2001-11-01

  Process for the coupling of a) nucleophiles selected from the group alcohols, thioles, amines, metallised hydrocarbons, CH-acidic compounds and metal cyanides, or of b) carbon monoxide mixed with water, alcohols, ammonia, primary or secondary amines, to organic compounds selected from the group of leaving-group-containing aromatics, hetero-aromatics with a C-bonded leaving group, aromatic or hetero-aromatic methyl compounds with a leaving group bonded to the methyl group, ethylenically unsaturated organic compounds with a C-bonded leaving group, or organic allyl compounds with a leaving group in allyl position, or c) vinyl compounds with leaving-group-containing aromatics, whilst cleaving the leaving group in the presence of Pd complexes with monophospholine ligands as the catalyst, whereby variants b) and c) are carried out in the presence of an inorganic base or organic nitrogen base, the process being characterised in that the Pd complex contains secondary monophosphines with aliphatic, branched or cyclic substituents as ligands.

  将a）亲核试剂（选择自羟基、硫醇、胺、金属化的碳氢化合物、CH-酸性化合物和金属氰化物中的一种）或b）与水、醇、氨、一级或二级胺混合的一氧化碳，与含有离去基团的芳香族化合物、带有C键合离去基团的杂环芳香族化合物、带有离去基团键合到甲基基团的芳香族或杂环芳香族甲基化合物、带有C键合离去基团的乙烯不饱和有机化合物，或带有离去基团的有机烯丙基化合物中的有机化合物耦合的过程，或c）含有离去基团的乙烯化合物，同时在Pd配合物存在下在单膦磷酮配体作为催化剂的情况下裂解离去基团，其中变体b）和c）在无机碱或有机氮碱存在下进行，所述过程的特征在于Pd配合物含有带有脂肪、支链或环状取代基的二级单膦磷酮作为配体。
• Palladium-Catalyzed Regioselective Arylation of an Electron-Rich Olefin by Aryl Halides in Ionic Liquids
  作者：Lijin Xu、Weiping Chen、James Ross、Jianliang Xiao

  DOI：10.1021/ol000362b

  日期：2001.1.1

  [figure: see text] Palladium-catalyzed arylation of the electron-rich olefin butyl vinyl ether has been accomplished in the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]), using as the arylating agents aryl iodides and bromides instead of the commonly used, but commercially unavailable and expensive, aryl triflates. The reaction proceeds with high efficiency and remarkable

  [图：见正文]富电子的烯烃丁基乙烯基醚的钯催化芳基化已在离子液体1-丁基-3-甲基咪唑四氟硼酸酯（[bmim] [BF4]）中完成，使用芳基碘化物作为芳基化剂和溴化物代替了芳烃三氟甲磺酸芳烃，而不是常用但市售和昂贵的芳基三氟甲磺酸酯。该反应以高效率和显着的区域选择性进行，几乎完全导致被烯烃碳α上的各种芳基取代为丁基乙烯基醚的杂原子。
• Heck Reactions with Palladium Nanoparticles in Ionic Liquids: Coupling of Aryl Chlorides with Deactivated Olefins
  作者：Vincenzo Calò、Angelo Nacci、Antonio Monopoli、Pietro Cotugno

  DOI：10.1002/anie.200902337

  日期：2009.8.3

  Smooth operators: Heck reactions of aryl chlorides were catalyzed by ligand‐free palladium acetate in a molten mixture of tetraalkylammonium ionic liquids under aerobic and relatively mild conditions (see example). Deactivated electron‐rich aryl chlorides reacted with a wide array of substituted alkenes under these conditions, which thus enabled the coupling of combinations of substrates that are commonly

  平滑的操作员：在有氧和相对温和的条件下，四烷基铵离子液体的熔融混合物中的无配体乙酸钯催化芳基氯的Heck反应。在这些条件下，失活的富电子芳基氯与各种取代的烯烃反应，因此可以偶联通常与传统催化剂不反应的底物组合。
• US6548684B2
  申请人：——

  公开号：US6548684B2

  公开（公告）日：2003-04-15