3,4'-dimethyl-deoxybenzoin | 4723-20-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4'-dimethyl-deoxybenzoin
• 英文别名: 3,4'-Dimethyl-desoxybenzoin；3'-methyl-2-(p-tolyl)acetophenone；1-(3-Methylphenyl)-2-(4-methylphenyl)ethanone
• CAS: 4723-20-0
• 化学式: C₁₆H₁₆O
• mdl: MFCD12723572
• 分子量: 224.302
• InChiKey: USPQTMWYGMQUTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4'-dimethyl-deoxybenzoin 、 alkaline earth salt of/the/ methylsulfuric acid 生成 对甲基苯甲酸 、 间甲基苯甲酸
  参考文献：
  名称：

  On the Catalytic Action of Japanese Acid Earth. XI. The Isomerisation of Aldehydes to Ketones and the Explanation of the Migration of the Radicals from the Standpoint of the Electronic Theory (Continued)

  摘要：

  DOI：

  10.1246/bcsj.16.252
• 作为产物：
  描述：

  4-甲基苯乙醛 在 chromium(VI) oxide 、 乙醚 、 溶剂黄146 作用下， 生成 3,4'-dimethyl-deoxybenzoin
  参考文献：
  名称：

  On the Catalytic Action of Japanese Acid Earth. XI. The Isomerisation of Aldehydes to Ketones and the Explanation of the Migration of the Radicals from the Standpoint of the Electronic Theory (Continued)

  摘要：

  DOI：

  10.1246/bcsj.16.252

文献信息

• On the Catalytic Action of Japanese Acid Earth. XI. The Isomerisation of Aldehydes to Ketones and the Explanation of the Migration of the Radicals from the Standpoint of the Electronic Theory
  作者：Koshiro Ishimura

  DOI：10.1246/bcsj.16.196

  日期：1941.7
• US4263311A
  申请人：——

  公开号：US4263311A

  公开（公告）日：1981-04-21
• Accurate Control on the Nucleophilic Addition of H2O to Internal Alkynes: An Ag catalyzed Regiospecific Hydration Strategy
  作者：Shiyang Wang、Zongxiang Xia、Jie Sheng、Jiaxue Cui、Tong Yao、Yu Liu、Chunhui Liu、Zuyong Liu、Jie Tao、Yuanqi Wu

  DOI：10.1002/cctc.202400735

  日期：——

  In the absence of directing auxiliaries, catalytic addition of nucleophiles to unactivated alkynes with accurate control of regioselectivity remains an ongoing challenge in organic chemistry. Herein, we realized a Ag‐catalysed regiospecific hydration process of unactivated alkynes. Computational investigations offered insights into the origin of the regiochemical outcome. The practicability and efficacy of the protocol was exemplified by its simple reaction conditions without incorporation of acidic additives, as well as the toler‐ance of a wide range of alkynes equipped with various functional groups, leading to the ketone products in up to 98% yield. Direct modification of bioactive organic molecules and gram‐scale experiments further showcased the application potential of the strategy. The catalyst control principles are expected to advance efforts towards the development of general site‐selective addition of nucleophile to unsaturated substrates, removing the requirement for neighboring activating groups.