3-[(2-nitrophenyl)methoxy]cyclohex-2-en-1-one

• 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: 3-[(2-nitrophenyl)methoxy]cyclohex-2-en-1-one
• 英文别名: 3-(2-nitrobenzyloxy)-2-cyclohexen-1-one；3-(2-nitrobenzyloxy)cyclohex-2-en-1-one
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: WTYDAOKVMYMFRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(2-nitrophenyl)methoxy]cyclohex-2-en-1-one 以 乙腈 为溶剂， 反应 6.0h， 以100%的产率得到1,3-环己二酮
  参考文献：
  名称：

  2-硝基苄基烯醇醚的光化学：氧化的C = C键断裂。

  摘要：

  [反应：见正文] 2-硝基苄基烯醇醚在空气中光解时会导致C = C氧化键断裂，形成酮类为主产物（收率> 60％）。烯醇的释放导致醛为次要产物。

  DOI：

  10.1021/ol0508072
• 作为产物：
  描述：

  邻硝基苯甲醇 、 1,3-环己二酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以66%的产率得到3-[(2-nitrophenyl)methoxy]cyclohex-2-en-1-one
  参考文献：
  名称：

  TW2019/36562

  摘要：

  公开号：

文献信息

• Mode of Action of 4-Hydroxyphenylpyruvate Dioxygenase Inhibition by Triketone-type Inhibitors
  作者：Chung-Shieh Wu、Jian-Lin Huang、Yang-Sheng Sun、Ding-Yah Yang

  DOI：10.1021/jm010568y

  日期：2002.5.1

  A series of 2-(2-nitrobenzoyl)cyclohexane-1,3-dione analogues (1-9) were designed, synthesized, and evaluated for inhibition of 4-hydroxyphenylpyruvate dioxygenase (4-HPPD), a key enzyme involved in the catabolism of tyrosine which catalyzes the conversion of 4-hydroxyphenylpyruvate to homogentisate. The correlations between the results of enzyme inhibition, ferric chloride tests, and the conformational analysis suggested that the tight binding between triketone-type inhibitors and 4-HPPD is likely due to chelation of the enzyme-bound ferric iron with the enol tautomer of 1,3-diketone moiety of the triketones. The presence of a 2-carbonyl group in the triketone is an essential structural feature for potent 4-HPPD inhibition. Modification of the 3-carbonyl group of triketone moiety to other functionality will reduce the overall planarity and thus prevent keto-enol tautomerization, resulting in a decrease or lack. of inhibition activity.
• PHOTOLABILE BETA-DICARBONYL COMPOUNDS
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US20200354484A1

  公开（公告）日：2020-11-12

  The present disclosure provides a redox initiator system for initiating polymerization comprising an oxidizing agent, a photolabile reducing agent, and a transition metal complex that participates in a redox cycle. On exposure to actinic radiation, such as UV, the photolabile compound photolyzes, releasing the reducing agent and initiating the redox-initiated polymerization
• [EN] PHOTOLABILE BETA-DICARBONYL COMPOUNDS<br/>[FR] COMPOSÉS DE BÊTA-DICARBONYLE PHOTOLABILES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2019152267A1

  公开（公告）日：2019-08-08

  The present disclosure provides a redox initiator system for initiating polymerization comprising an oxidizing agent, a photolabile reducing agent, and a transition metal complex that participates in a redox cycle. On exposure to actinic radiation, such as UV, the photolabile compound photolyzes, releasing the reducing agent and initiating the redox-initiated polymerization
• [EN] METHOD OF DISPOSING AN ADHESIVE ONTO A SUBSTRATE AND ARTICLE<br/>[FR] PROCÉDÉ DE DISPOSITION D'UN ADHÉSIF SUR UN SUBSTRAT ET ARTICLE
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2021019353A1

  公开（公告）日：2021-02-04

  A method of disposing an adhesive composition onto a first surface of a first substrate comprises: a) disposing a photoactivatable adhesive precursor composition onto at least a portion of the first surface of the first substrate according to a predetermined pattern, and b) exposing the photoactivatable adhesive precursor composition to actinic electromagnetic radiation, thereby providing an adhesive precursor composition that spontaneously cures to provide the adhesive composition. The photoactivatable adhesive precursor composition comprises: at least one free-radically polymerizable compound and a photoactivatable redox initiation system comprising: (i) at least one photoactivatable reducing agent precursor; (ii) at least one transition metal compound comprising at least one metal selected from groups 5 to 11 in the Periodic Table of the Elements; (iii) optional organic peroxide; and (iv) optional quaternary ammonium halide. An article preparable according to the method is also disclosed.
• Photochemistry of 2-Nitrobenzyl Enol Ethers:  Oxidative CC Bond Scission
  作者：Promise K. Yong、Anamitro Banerjee

  DOI：10.1021/ol0508072

  日期：2005.6.1

  [reaction: see text] 2-Nitrobenzyl enol ethers, when photolyzed in the presence of air, result in an oxidative C=C bond scission, forming a ketone as the major product (>60% yield). Enol release leads to the aldehyde as the minor product.

  [反应：见正文] 2-硝基苄基烯醇醚在空气中光解时会导致C = C氧化键断裂，形成酮类为主产物（收率> 60％）。烯醇的释放导致醛为次要产物。