1-(2,4-二甲氧基-苯基)-1-(4-甲氧基-苯基)-丙-2-炔-1-醇 | 159595-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2,4-二甲氧基-苯基)-1-(4-甲氧基-苯基)-丙-2-炔-1-醇
• 英文名称: 1-(2,4-dimethoxyphenyl)-1-(4-methoxyphenyl)prop-2-yn-1-ol
• CAS: 159595-96-7
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ZADBDQWHGKCAHO-UHFFFAOYSA-N

物化性质

• 沸点：
  458.4±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4-二甲氧基-苯基)-1-(4-甲氧基-苯基)-丙-2-炔-1-醇 在 4-甲基苯磺酸吡啶 、 三乙胺 、 原甲酸三甲酯 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 3-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-5-triflyloxy-3H-naphtho[2,1-b]pyran
  参考文献：
  名称：

  新型吡啶基取代的萘并吡喃的合成和光致变色。

  摘要：

  描述了多目标合成策略，以访问新型的吡啶基单元修饰的光致变色3 H-萘[ 2,1- b ]吡喃。新的吡啶基取代的3 H-萘[ 2,1 - b ]吡喃具有良好的光致变色特性，可逆生成的光金属花青素主要表现为橙色/红色。光致变色参数（包括光致变色性和颜色的持久性）在萘并吡喃核的结构修饰上有很大差异。

  DOI：

  10.1021/acs.joc.0c01296
• 作为产物：
  描述：

  大茴香酸 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 21.5h， 生成 1-(2,4-二甲氧基-苯基)-1-(4-甲氧基-苯基)-丙-2-炔-1-醇
  参考文献：
  名称：

  新型吡啶基取代的萘并吡喃的合成和光致变色。

  摘要：

  描述了多目标合成策略，以访问新型的吡啶基单元修饰的光致变色3 H-萘[ 2,1- b ]吡喃。新的吡啶基取代的3 H-萘[ 2,1 - b ]吡喃具有良好的光致变色特性，可逆生成的光金属花青素主要表现为橙色/红色。光致变色参数（包括光致变色性和颜色的持久性）在萘并吡喃核的结构修饰上有很大差异。

  DOI：

  10.1021/acs.joc.0c01296

文献信息

• [EN] PYRANO-QUINOLINES, PYRANO-QUINOLINONES, COMBINATIONS THEREOF, PHOTOCHROMIC COMPOSITIONS AND ARTICLES<br/>[FR] PYRANO-QUINOLEINES, PYRANO-QUINOLINONES, LEURS COMBINAISONS, ET COMPOSITIONS ET ARTICLES PHOTOCHROMES
  申请人：TRANSITIONS OPTICAL INC

  公开号：WO2005061514A1

  公开（公告）日：2005-07-07

  Described are compositions of at least one material represented by a pyrano[3,2-c]quinoline structure, a pyrano[3,2-c]quinolinone structure or mixtures thereof. The pyrano[3,2-c]quinoline structure is characterized by having a nitrogen atom at the 6-position ring atom and an oxy-substituent at the 5-position ring atom. The pyrano[3,2-c]quinolinone structure is characterized by having a substituted nitrogen atom at the 6-position ring atom and an oxo-substituent at the 5-position ring atom, the nitrogen atom substituents being hydrogen, aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof. Both of the pyrano[3,2-c]quinoline and pyrano[3,2-c]quinolinone structures are characterized by having two substituents at the 2-position ring atom, each substituent being independently chosen from aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof, provided that both substituents at the 2-position are not aliphatic. Alternatively, the two substituents at the 2-position can combine to form a spirocyclic group, provided that the spirocyclic group is not norbornylidene or bicyclo[3.3.1]9-nonylidene. The ring atoms have been numbered according to the International Union of Pure and Applied Chemistry rules of nomenclature starting with the 1-position ring atom being the oxygen atom of the pyran ring and numbering counterclockwise therefrom. Also described are photochromic articles that contain or that have coatings or films containing at least one of the novel compositions or combinations thereof with other photochromic materials.

  描述了由吡喃并[3,2-c]喹啉结构、吡喃并[3,2-c]喹啉酮结构或它们的混合物表示的至少一种材料的组合物。吡喃并[3,2-c]喹啉结构的特征是在6位环原子处有一个氮原子和在5位环原子处有一个氧基取代物。吡喃并[3,2-c]喹啉酮结构的特征是在6位环原子处有一个取代的氮原子和在5位环原子处有一个氧基取代物，氮原子的取代物是氢、脂肪取代物、环脂取代物、芳香取代物、杂芳取代物或它们的组合。吡喃并[3,2-c]喹啉和吡喃并[3,2-c]喹啉酮结构的特征是在2位环原子处有两个取代基，每个取代基独立地选择自脂肪取代物、环脂取代物、芳香取代物、杂芳取代物或它们的组合，前提是2位处的两个取代基不是脂肪取代物。或者，2位处的两个取代基可以结合形成一个螺环烷基团，前提是螺环烷基团不是去甲基环戊烯基或双环[3.3.1]9-壬烯基。根据国际纯粹与应用化学联合会的命名规则，环原子已经编号，从吡喃环的氧原子作为1位环原子开始，逆时针编号。还描述了包含或含有至少一种新型组合物或与其他光致变色材料的组合物的光致变色物品的涂层或薄膜。
• 2,2,4,6-Tetraaryl-2H-benzo[h]chromenes: The influence of electronic communication between aryl substituents on their photochromism
  作者：Stuart Aiken、Georgina K. Armitage、Orlando D.C.C. de Azevedo、Daniel L. Crossley、Rhianne Dobson、Christopher D. Gabbutt、B. Mark Heron、Denis Jacquemin、Craig R. Rice、Nicola Soltowska

  DOI：10.1016/j.dyepig.2021.110036

  日期：2022.3

  have been efficiently synthesised by two complementary strategies employing the condensation of 1,1,3-triarylprop-2-yn-1-ols with 4-substituted 1-naphthols and Suzuki cross-coupling chemistry. The novel 1,1,3-triarylpropynols were readily obtained either by the addition of an arylacetylide to the requisite benzophenones or by a Sonogashira coupling of a halobenzene with a preformed 1,1-diarylprop-2-yn-1-ol

  一系列光致变色的2,2,4,6-tetraaryl-2 H -benzo [ h]色烯已通过两种互补策略有效合成，即采用 1,1,3-triarylprop-2-yn-1-ols 与 4-取代 1-萘酚的缩合和 Suzuki 交叉偶联化学。新的 1,1,3-三芳基丙炔醇很容易通过将芳基乙炔添加到必需的二苯甲酮中或通过卤代苯与预先形成的 1,1-二芳基丙-2-yn-1-醇的 Sonogashira 偶联来获得。在 C-4 处具有强吸电子芳基部分的四芳基苯并色烯表现出良好的室温光致变色。C-6 处的强给电子芳基与 C-4 处的强吸电子芳基的组合导致产生光部花青，其在电磁光谱的可见光区表现出两个吸收带，而不是当 C-6 芳基仅弱给电子时的一个宽带。显着地反转 C-4 和 C-6 芳基的电子性质导致光致变色的抑制，而是导致荧光。TD-DFT 计算用于合理化从光致变色到荧光的转变。
• 3,3-bis(aryl)-5-((N-(un)substituted)amido)naphthopyrans, their preparation, compositions and (co)polymer matrices containing them
  申请人：Corning S.A.

  公开号：EP1038870A1

  公开（公告）日：2000-09-27

  The object of the present invention is novel naphthopyran compounds as well as the compositions and (co)polymer matrices containing them. Said compounds have interesting photochromic properties. Another object of the present invention is a method of preparing said novel compounds.

  本发明的对象是新颖的萘吡喃化合物，以及含有它们的组合物和（共）聚合物基体。所述化合物具有有趣的光致变色性质。本发明的另一个对象是制备所述新颖化合物的方法。
• Pyrano-quinolines, pyrano-quinolinones, combinations thereof, photochromic compositions and articles
  申请人：Kim Beon-Kyu

  公开号：US20050127336A1

  公开（公告）日：2005-06-16

  Described are compositions of at least one material represented by a pyrano[3,2-c]quinoline structure, a pyrano[3,2-c]quinolinone structure or mixtures thereof. The pyrano[3,2-c]quinoline structure is characterized by having a nitrogen atom at the 6-position ring atom and an oxy-substituent at the 5-position ring atom. The pyrano[3,2-c]quinolinone structure is characterized by having a substituted nitrogen atom at the 6-position ring atom and an oxo-substituent at the 5-position ring atom, the nitrogen atom substituents being hydrogen, aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof. Both of the pyrano[3,2-c]quinoline and pyrano[3,2-c]quinolinone structures are characterized by having two substituents at the 2-position ring atom, each substituent being independently chosen from aliphatic substituents, cycloaliphatic substituents, aromatic substituents, heteroaromatic substituents or a combination thereof, provided that both substituents at the 2-position are not aliphatic. Alternatively, the two substituents at the 2-position can combine to form a spirocyclic group, provided that the spirocyclic group is not norbornylidene or bicyclo[3.3.1]9-nonylidene. The ring atoms have been numbered according to the International Union of Pure and Applied Chemistry rules of nomenclature starting with the 1-position ring atom being the oxygen atom of the pyran ring and numbering counterclockwise therefrom. Also described are photochromic articles that contain or that have coatings or films containing at least one of the novel compositions or combinations thereof with other photochromic materials.

  本文介绍了至少一种由吡喃[3,2-c]喹啉结构，吡喃[3,2-c]喹啉酮结构或两者混合物组成的材料。吡喃[3,2-c]喹啉结构的特点是在6位环原子上有一个氮原子，在5位环原子上有一个氧基取代物。吡喃[3,2-c]喹啉酮结构的特点是在6位环原子上有一个取代氮原子，在5位环原子上有一个酮基取代物，氮原子的取代基可以是氢、脂肪基取代物、环脂肪基取代物、芳香基取代物、杂环芳香基取代物或以上的组合。吡喃[3,2-c]喹啉和吡喃[3,2-c]喹啉酮结构的共同特点是在2位环原子上有两个取代基，每个取代基可独立地选择脂肪基取代物、环脂肪基取代物、芳香基取代物、杂环芳香基取代物或以上的组合，只要2位上的两个取代基不都是脂肪基。或者，2位上的两个取代基可以结合形成螺环状基团，只要该螺环状基团不是诺伯尼林亚烯或双环[3.3.1]9-诺尼林亚烯。环原子的编号根据国际纯粹和应用化学联合会的命名规则，从吡喃环的氧原子作为1位环原子开始，逆时针方向编号。此外，本文还介绍了包含或涂层或膜含有至少一种新型组合物或其他光致变色材料的光致变色物品。
• Photochromism of Some Heterobenzopyrans
  作者：Christopher D. Gabbutt、John D. Hepworth、B. Mark Heron、Steven M. Partington

  DOI：10.1080/10587250008023841

  日期：2000.6.1

  Some novel heterobenzopyrans have been synthesised and their photochromic properties are discussed.