8-(3-methyl-2-butenyloxy)quinoline | 200113-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-(3-methyl-2-butenyloxy)quinoline
• 英文别名: 8-quinolyl 3-methyl-2-butenoate；8-Quinolyl 3-methylcrotonate；quinolin-8-yl 3-methylbut-2-enoate
• CAS: 200113-90-2
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: PHTCHIBGRIDLJH-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C
• 沸点：
  382.7±11.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(3-methyl-2-butenyloxy)quinoline 在 potassium hydroxide 作用下， 以 环己烷 、 水 为溶剂， 反应 0.67h， 以100%的产率得到3,3-dimethyl-2,3-dihydro-4H-pyrano[3,2-h]quinolin-4-one
  参考文献：
  名称：

  一种温和方便的一锅光化学合成chroman-4-one衍生物。碱性催化下（杂）芳基3-甲基-2-丁烯酸酯的光-弗里斯重排

  摘要：

  研究了3-甲基-2-丁烯酸酯芳基在室温环己烷-10％KOH体系中的双相催化介导的光-弗里斯重排反应。这种轻度的光化学反应导致一锅法光化学反应中生成高价至高产率的苯并吡喃-4-酮衍生物，反应时间短（30-120分钟）。同样，作为一种方便，通用和通用的方法，光化学反应可有效地应用于多环和杂环的3-甲基-2-丁烯酸酯。

  DOI：

  10.1016/j.tetlet.2010.06.063

文献信息

• Formation of 2,2-dimethylchroman-4-ones during the photoinduced rearrangement of some aryl 3-methyl-2-butenoate esters. A mechanistic insight
  作者：Daniela Iguchi、Rosa Erra-Balsells、Sergio M. Bonesi

  DOI：10.1016/j.tet.2016.02.039

  日期：2016.4

  Several aryl 3-methyl-2-butenoate esters upon irradiation lead to the formation of [1,3]-migrated photoproducts, phenol and, surprisingly 2,2-dimethylchroman-4-one derivatives. The starting photochemical reaction takes place from the singlet excited state of the ester and as a total mechanism two consecutive reaction pathways are proposed. The former involves the photo-Fries rearrangement of the esters

  辐照后的几种芳基3-甲基-2-丁烯酸酯会导致[1,3]迁移的光产物，苯酚以及令人惊讶的2,2-二甲基苯并吡喃-4-酮衍生物的形成。起始光化学反应从酯的单重激发态发生，并且作为总机理，提出了两个连续的反应途径。前者涉及酯在所有研究的溶剂中的光-弗里斯重排，并且取决于溶剂的质子性，后者涉及ESIPT过程，然后进行热6π-电环反应和/或热（分子内氧杂-迈克尔加成反应）邻位区域异构体的环化形成。该第二途径负责2，2-二甲基苯并吡喃-4-酮衍生物的形成。
• CORROSION DETECTION PRODUCT AND METHOD
  申请人：Battelle Memorial Institute

  公开号：EP2265677A1

  公开（公告）日：2010-12-29
• Corrosion Detection Product and Method
  申请人：Lalgudi Ramanathan S.

  公开号：US20110053275A1

  公开（公告）日：2011-03-03

  A corrosion detection product is a coating including a film forming material and a complexing agent, the complexing agent forming a complex when it comes into contact with a corrosion byproduct produced by corrosion of a substrate on which the coating is applied, the complex being detectably different from the complexing agent when the coating is exposed to radiation in order to detect the corrosion, the complexing agent being immobilized in the coating to reduce leaching of the complexing agent or the complex from the coating.
• US8623653B2
  申请人：——

  公开号：US8623653B2

  公开（公告）日：2014-01-07
• [EN] CORROSION DETECTION PRODUCT AND METHOD<br/>[FR] PRODUIT DE DÉTECTION DE CORROSION, ET PROCÉDÉ
  申请人：BATTELLE MEMORIAL INSTITUTE

  公开号：WO2009126802A1

  公开（公告）日：2009-10-15

  A corrosion detection product is a coating including a film forming material and a complexing agent, the complexing agent forming a complex when it comes into contact with a corrosion byproduct produced by corrosion of a substrate on which the coating is applied, the complex being detectably different from the complexing agent when the coating is exposed to radiation in order to detect the corrosion, the complexing agent being immobilized in the coating to reduce leaching of the complexing agent or the complex from the coating.