2,2-dimethoxy-1-(m-tolyl)ethan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethoxy-1-(m-tolyl)ethan-1-one
• 英文别名: 2,2-Dimethoxy-1-(3-methylphenyl)ethanone；2,2-dimethoxy-1-(3-methylphenyl)ethanone
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: JLPAETHQXJVRQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 2,2-dimethoxy-1-(m-tolyl)ethan-1-one 在 oxone 作用下， 反应 24.0h， 以96%的产率得到3-甲基苯甲酸甲酯
  参考文献：
  名称：

  Efficient and practical approach to esters from acids/ 2-oxoacids/ 2-oxoaldehydes &/ 2-oxoesters

  摘要：

  An efficient, mild, cost effective and practical method is presented for generation of esters (RCO2R') from acids (RCO2H)/ 2-oxoacids (RCOCO2H)/ 2-oxoaldehydes (RCOCHO)/ 2-oxoesters (RCOCO2R '') and alcohols by using oxone as catalyst. In addition to deciphering the scope of our process, we propose a mechanism for esterification through a common intermediate IV. Reaction with 2-oxoacids and 2-oxoaldehydes proceed with initial CO-C cleavage followed by oxone mediated esterification with alcohols. In addition, reaction with 2-oxoesters proceeds through CO-CO bond cleavage and trans-esterification. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.10.067
• 作为产物：
  描述：

  甲醇 、 3-甲基苯乙炔 在 四氢化物钛 、 三氟甲磺酸酐 、 二苯基二硒醚 、 四丁基醋酸铵 、 铂 作用下， 反应 6.0h， 以51%的产率得到2,2-dimethoxy-1-(m-tolyl)ethan-1-one
  参考文献：
  名称：

  末端炔烃和醇通过有机硒催化和电化学氧化的协同作用合成α-酮缩醛

  摘要：

  在这里，已经建立了一种前所未有的电化学方法来合成α-酮缩醛，该方法是从容易获得的末端炔烃和醇中获得的。通过合并电化学和有机硒催化过程，在没有碱性或金属添加剂的情况下，在室温下获得所需的产品，羰基和缩醛基序在一次操作中同时跨三键结合。

  DOI：

  10.1021/acs.joc.1c02681

文献信息

• Efficient and practical approach to esters from acids/ 2-oxoacids/ 2-oxoaldehydes &/ 2-oxoesters
  作者：Anil K. Padala、Varma Saikam、Asif Ali、Qazi Naveed Ahmed

  DOI：10.1016/j.tet.2015.10.067

  日期：2015.12

  An efficient, mild, cost effective and practical method is presented for generation of esters (RCO2R') from acids (RCO2H)/ 2-oxoacids (RCOCO2H)/ 2-oxoaldehydes (RCOCHO)/ 2-oxoesters (RCOCO2R '') and alcohols by using oxone as catalyst. In addition to deciphering the scope of our process, we propose a mechanism for esterification through a common intermediate IV. Reaction with 2-oxoacids and 2-oxoaldehydes proceed with initial CO-C cleavage followed by oxone mediated esterification with alcohols. In addition, reaction with 2-oxoesters proceeds through CO-CO bond cleavage and trans-esterification. (C) 2015 Elsevier Ltd. All rights reserved.
• The Synthesis of α-Keto Acetals from Terminal Alkynes and Alcohols via Synergistic Interaction of Organoselenium Catalysis and Electrochemical Oxidation
  作者：Ding Ding、Liang Xu、Yu Wei

  DOI：10.1021/acs.joc.1c02681

  日期：2022.4.1

  an unprecedented electrochemical approach for the synthesis of α-keto acetals has been established from readily available terminal alkynes and alcohols. By merging the electrochemical and organoselenium-catalyzed processes, the desired products are obtained at room temperature in the absence of basic or metallic additives, with carbonyl and acetal motifs incorporated simultaneously across the triple

  在这里，已经建立了一种前所未有的电化学方法来合成α-酮缩醛，该方法是从容易获得的末端炔烃和醇中获得的。通过合并电化学和有机硒催化过程，在没有碱性或金属添加剂的情况下，在室温下获得所需的产品，羰基和缩醛基序在一次操作中同时跨三键结合。