6-vinyl-2H-chromen-2-one | 1310535-74-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-vinyl-2H-chromen-2-one
• 英文别名: 6-Ethenylchromen-2-one；6-ethenylchromen-2-one
• CAS: 1310535-74-0
• 化学式: C₁₁H₈O₂
• 分子量: 172.183
• InChiKey: WOUKNYSBIXTIQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-vinyl-2H-chromen-2-one 在 Oxone 、 2-iodo-3,4,5,6-tetramethylbenzoic acid 作用下， 以 水 、 乙腈 为溶剂， 反应 16.0h， 以83%的产率得到6-羧基香豆素
  参考文献：
  名称：

  Oxidative Cleavage of Olefins by In Situ-Generated Catalytic 3,4,5,6-Tetramethyl-2-iodoxybenzoic Acid/Oxone

  摘要：

  Oxidative cleavage of a variety of olefins to the corresponding ketones/carboxylic acids is shown to occur in a facile manner with 3,4,5,6-tetramethyl-2-iodobenzoic acid (TetMe-IA)/oxone. The simple methodology involves mere stirring of the olefin and catalytic amount (10 mol %) of TetMe-IA and oxone in acetonitrile-water mixture (1:1, v/v) at rt. The reaction mechanism involves initial dihydroxylation of the olefin with oxone, oxidative cleavage by the in situ-generated 3,4,5,6-tetramethyl-2-iodoxybenzoic acid (TetMe-IBX), and oxidation of the aldehyde functionality to the corresponding acid with oxone. Differences in the reactivities of electron-rich and electron-poor double bonds have been exploited to demonstrate chemoselective oxidative cleavage in substrates containing two double bonds.

  DOI：

  10.1021/jo502002w
• 作为产物：
  描述：

  2,4-Bis(ethenyl)-1-prop-2-enoxybenzene 在 双(三环己基磷)-3-苯基-1H-茚二氯化钌 、 叔丁基过氧化氢 作用下， 以 苯 、 癸烷 为溶剂， 反应 5.25h， 以33%的产率得到6-vinyl-2H-chromen-2-one
  参考文献：
  名称：

  单个前催化剂串联RCM-烯丙基氧化顺序。

  摘要：

  烯丙氧基苯乙烯的闭环易位反应和随后的Ru催化的烯丙基氧化可以组合成一个串联序列，使香豆素可以使用活性较低但更方便获得的第一代催化剂来获得。

  DOI：

  10.1039/c1cc11347j

文献信息

• Male Contraceptive Compositions And Methods Of Use
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20160317547A1

  公开（公告）日：2016-11-03

  The invention relates to compositions and methods for effecting male contraception.
• METHOD FOR MANUFACTURING LIQUID CRYSTAL DISPLAY DEVICE
  申请人：DIC Corporation

  公开号：US20210223635A1

  公开（公告）日：2021-07-22

  It is a method for manufacturing a liquid crystal display device in which an anchoring force causing liquid crystal molecules to be vertically aligned can be exerted sufficiently. A liquid crystal display device ( 1 ) including two substrates AM and CF and a liquid crystal layer ( 4 ) sandwiched therebetween can be manufactured. The liquid crystal display device manufacturing method includes: a first step of subjecting a surface of one of the substrates AM and CM that is to be in contact with the liquid crystal layer ( 4 ) to hydrophilization treatment; and a second step of disposing the two substrates AM and CF so as to face each other such that the two substrates are in contact with a liquid crystal composition containing liquid crystal molecules and an alignment aid having a polar group and having the function of causing the liquid crystal molecules to be aligned spontaneously.
• US9789120B2
  申请人：——

  公开号：US9789120B2

  公开（公告）日：2017-10-17
• Oxidative Cleavage of Olefins by In Situ-Generated Catalytic 3,4,5,6-Tetramethyl-2-iodoxybenzoic Acid/Oxone
  作者：Jarugu Narasimha Moorthy、Keshaba Nanda Parida

  DOI：10.1021/jo502002w

  日期：2014.12.5

  Oxidative cleavage of a variety of olefins to the corresponding ketones/carboxylic acids is shown to occur in a facile manner with 3,4,5,6-tetramethyl-2-iodobenzoic acid (TetMe-IA)/oxone. The simple methodology involves mere stirring of the olefin and catalytic amount (10 mol %) of TetMe-IA and oxone in acetonitrile-water mixture (1:1, v/v) at rt. The reaction mechanism involves initial dihydroxylation of the olefin with oxone, oxidative cleavage by the in situ-generated 3,4,5,6-tetramethyl-2-iodoxybenzoic acid (TetMe-IBX), and oxidation of the aldehyde functionality to the corresponding acid with oxone. Differences in the reactivities of electron-rich and electron-poor double bonds have been exploited to demonstrate chemoselective oxidative cleavage in substrates containing two double bonds.
• A single precatalyst tandem RCM–allylic oxidation sequence
  作者：Bernd Schmidt、Stefan Krehl

  DOI：10.1039/c1cc11347j

  日期：——

  Ring closing metathesis of allyloxy styrenes and a subsequent Ru-catalyzed allylic oxidation can be combined to a tandem sequence that makes coumarins accessible using less active but more conveniently available first generation catalysts.

  烯丙氧基苯乙烯的闭环易位反应和随后的Ru催化的烯丙基氧化可以组合成一个串联序列，使香豆素可以使用活性较低但更方便获得的第一代催化剂来获得。