(2-methoxyprop-1-en-1-yl)benzene | 26567-83-9

• 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: (2-methoxyprop-1-en-1-yl)benzene
• 英文别名: (Z)-2-methoxy-1-phenylpropene；Z-2-methoxy-1-phenylpropene；trans-(2-Methoxypropenyl) benzol；(Z)-2-Methoxy-1-phenylpropen；2-Methoxy-1-phenyl-1-propen；[(Z)-2-methoxyprop-1-enyl]benzene
• CAS: 26567-83-9
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: NYXONXCTWDTZDP-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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-methoxyprop-1-en-1-yl)benzene 在 三氟乙酸 作用下， 生成 2-methoxy-3-phenyl-1-propene
  参考文献：
  名称：

  Gaudry,M.; Marquet,A., Bulletin de la Societe Chimique de France, 1969, p. 4178 - 4182

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-甲氧基丙-1-烯-1-基)苯 在 三氟乙酸 作用下， 生成 (2-methoxyprop-1-en-1-yl)benzene
  参考文献：
  名称：

  Gaudry,M.; Marquet,A., Bulletin de la Societe Chimique de France, 1969, p. 4178 - 4182

  摘要：

  DOI：

文献信息

• Product Studies and Laser Flash Photolysis on Alkyl Radicals Containing Two Different β-Leaving Groups Are Consonant with the Formation of an Olefin Cation Radical
  作者：Brian C. Bales、John H. Horner、Xianhai Huang、Martin Newcomb、David Crich、Marc M. Greenberg

  DOI：10.1021/ja0042938

  日期：2001.4.1

  hydrogen atom transfer to the oxygen of the olefin cation radical, followed by deprotonation. Laser flash photolysis experiments indicate that reaction between 5 and 1,4-cyclohexadiene occurs with a rate constant of approximately 6 x 10(5) M(-1) s(-1). 2,2-Dimethoxy-1-phenylpropane (18) is observed as a minor product. Laser flash photolysis experiments place an upper limit on methanol trapping of 5

  1-溴-2-甲氧基-1-苯基丙-2-基 (3) 和 2-甲氧基-1-苯基-1-二苯基磷酸丙-2-基 (4) 是在混合物中各自 PTOC 前体的连续光解下生成的乙腈和甲醇。自由基在β-位进行取代基的杂裂断裂以产生烯烃阳离子自由基(5)。Z-2-甲氧基-1-苯基丙烯 (15) 是在 1,4- 环己二烯存在下形成的主要产物，据信是由氢原子转移到烯烃阳离子自由基的氧上，然后去质子化的结果。激光闪光光解实验表明 5 和 1,4-环己二烯之间的反应以大约 6 x 10(5) M(-1) s(-1) 的速率常数发生。观察到 2,2-二甲氧基-1-苯基丙烷 (18) 作为次要产物。激光闪光光解实验在 k <1 x 10(3) M(-1) s(-1) 处将甲醇捕获的上限设置为 5，并且不提供除 5 以外的反应性中间体的形成的任何证据。使用两种含有不同离去基团的 PTOC 前体生成一个共同的烯烃阳离子自由基使
• Pd-catalyzed Oxidative Cross-coupling of Alkyl Chromium(0) Fischer Carbene Complexes with Organoboronic Acids
  作者：Kang Wang、Jinghui Yang、Xingqi Yao、Jianbo Wang

  DOI：10.1002/asia.201801278

  日期：2018.11.2

  Alkyl chromium(0) carbene complexes have been explored as the cross‐coupling partners in the palladium‐catalyzed reaction with aryl or alkenyl boronic acids. This coupling reaction displays the versatile reactivities of alkyl chromium(0) carbenes under palladium catalysis. Mechanistically, this transformation is proposed to involve deprotonation of the alkyl chromium carbene substrate to generate a

  烷基铬（0）卡宾配合物已被探索为钯与芳基或烯基硼酸催化的交叉偶联伙伴。此偶联反应显示了钯催化下烷基铬（0）卡宾的通用反应性。从机理上讲，提出这种转变涉及烷基铬卡宾底物的去质子化以产生乙烯基铬阴离子中间体，该中间体经历金属转移成有机钯物质并还原消除。
• APPLICATION OF THE IRIDIUM COMPLEX IN ASYMMETRIC CATALYTIC HYDROGENATION FOR UNSATURATED CARBOXYLIC ACID
  申请人：Zhejiang Jiuzhou Pharmaceutical Co., Ltd.

  公开号：EP2275398A1

  公开（公告）日：2011-01-19

  The present invention relates to a preparation method of carboxylic acids with optical activity, particularly, publishes that very useful chiral carboxylic acids can be obtained by the asymmetric catalytic hydrogenation of tri-substituted α,β-unsaturated carboxylic acids, with the complexes of the chiral phosphor nitrogen ligands and iridium used as the catalysts which show high activity and enantioselectivity (up to 99.8% ee), thus provides a more efficient method with higher enantioselectivity for asymmetric catalytic hydrogenation of chiral carboxylic acid-like compounds, and has important application value to asymmetric hydrogenation of chiral carboxylic acids.

  本发明涉及一种具有光学活性的羧酸的制备方法，特别是发表了通过三取代α，β-不饱和羧酸的不对称催化加氢可以得到非常有用的手性羧酸，手性磷氮配体和铱的配合物作为催化剂，显示出很高的活性和对映选择性（高达99.8% ee），从而为手性羧酸类化合物的不对称催化加氢提供了一种更高效、对映选择性更高的方法，对手性羧酸的不对称加氢具有重要的应用价值。
• Heiszwolf,G.J.; Kloosterziel,H., Recueil des Travaux Chimiques des Pays-Bas, 1970, vol. 89, p. 1153 - 1169
  作者：Heiszwolf,G.J.、Kloosterziel,H.

  DOI：——

  日期：——
• Z-selective, anti-Markovnikov addition of alkoxides to terminal alkynes: an electron transfer pathway?
  作者：James Cuthbertson、Jonathan D. Wilden

  DOI：10.1016/j.tet.2015.04.038

  日期：2015.6

  Potassium alkoxides undergo anti-Markovnikov addition to aryl-substituted alkynes with Z selectivity in DMF as the solvent. The yields and efficiency of the reaction was also found to be enhanced by the addition of a secondary amine ligand such as N,N'-dimethylethylenediamine. Mechanistic investigations suggest that the products, reaction rates and selectivity can be explained via a single electron transfer from the alkoxide to the alkyne. This leads to a radical anion intermediate, which then rapidly combines with the alkoxide to yield a vinyl anion whose lifetime governs the E:Z selectivity observed in the products. (C) 2015 The Authors. Published by Elsevier Ltd.