3-Carbomethoxy-4,4-diphenyl-3-butenoic acid | 23242-84-4

• 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-Carbomethoxy-4,4-diphenyl-3-butenoic acid
• 英文别名: 4,4-diphenyl-3-methoxycarbonyl-3-butenoic acid；3-(Methoxycarbonyl)-4,4-diphenylbut-3-enoicacid；3-methoxycarbonyl-4,4-diphenylbut-3-enoic acid
• CAS: 23242-84-4
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: DJQWQMZLUOHZAC-UHFFFAOYSA-N

物化性质

• 熔点：
  121-122 °C
• 沸点：
  448.5±33.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Carbomethoxy-4,4-diphenyl-3-butenoic acid 在 吡啶 、 lithium aluminium deuteride 、 氢溴酸 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 生成 4,4-diphenyl-3-buten-1-yl-1,1-d2 p-toluenesulfonate
  参考文献：
  名称：

  小环化合物。十四五。乙烯基和苯基取代基对烯丙基羰基型格氏试剂相互转化的影响1

  摘要：

  在室温下 5 小时后，y，y-二苯基烯丙基羰基溴化镁中 α 和 β 位置的平衡完成。然而，少于 0.3% 的异构环丙基羰基衍生物与开环物质处于平衡状态。虽然发现通常预期具有阴离子型机制的格氏试剂的反应仅产生烯丙基羰基产物，但大量环状产物与分子氧形成。

  DOI：

  10.1021/ja00960a030
• 作为产物：
  描述：

  二苯甲酮 、 丁二酸二甲酯 在 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 22.0h， 以97%的产率得到3-Carbomethoxy-4,4-diphenyl-3-butenoic acid
  参考文献：
  名称：

  [EN] INDOLONAPHTHOPYRANS
  [FR] INDOLONAPHTOPYRANES

  摘要：

  提供的是一种具有式（I）的骨架结构的光致变色吲哚萘吡喃化合物：其中R1和R2各自独立地具有一个立体体积A，其中R1或R2中至少有一个具有至少0.6的立体体积A，R3和R4各自独立地具有一个Hammett σρ值，并且该吲哚萘吡喃化合物具有至少-3.3的计算电子立体因子。

  公开号：

  WO2020126032A1

文献信息

• NOVEL PHENYLNAPHTHOL DERIVATIVES
  申请人：TOKUYAMA CORPORATION

  公开号：US20160130203A1

  公开（公告）日：2016-05-12

  Phenylnaphthol derivatives represented by the following general formula (1), wherein, R 1 to R 3 are hydrogen atoms, alkyl groups or aryl groups, and R 2 and R 3 may be bonded together to form an aliphatic hydrocarbon ring or a heterocyclic ring, a and b are, respectively, integers of 0 to 4, R 4 and R 5 are hydroxyl groups, alkyl groups, haloalkyl groups, cycloalkyl groups, alkoxy groups, amino groups, heterocyclic groups having a nitrogen atom as a hetero atom and are bonded together via the nitrogen atom, cyano groups, nitro groups, formyl groups, hydroxycarbonyl groups, alkylcarbonyl groups, alkoxycarbonyl groups, halogen atoms, aralkyl groups, aralkoxy groups, aryloxy groups, aryl groups, heteroaryl groups bonded together via a carbon atom in the ring, alkylthio groups, cycloalkylthio groups, arylthio groups or heteroarylthio groups, and if R 4 or R 5 are present in a plural number, the plurality of R 4 or the plurality of R 5 may be the same or different, or 2 R 4 s or 2 R 5 s may be bonded together to form an alicyclic hydrocarbon ring or a heterocyclic ring. The compounds are useful as intermediate products for the synthesis of, for example, photochromic compounds.

  以下是由下列一般式（1）表示的苯基萘酚衍生物， 其中，R1至R3为氢原子、烷基或芳基，R2和R3可以结合在一起形成脂肪烃环或杂环，a和b分别为0至4的整数，R4和R5为羟基、烷基、卤代烷基、环烷基、烷氧基、氨基、含氮原子作为杂原子的杂环基，并通过氮原子结合在一起，氰基、硝基、甲酰基、羟基羰基基、烷基羰基基、烷氧羰基基、卤素原子、芳基烷基、芳基氧基、芳基氧基、芳基、通过环中的碳原子结合在一起的杂芳基、烷硫基、环烷硫基、芳硫基或杂芳硫基，如果R4或R5以复数形式存在，则复数的R4或复数的R5可以相同或不同，或2个R4或2个R5可以结合在一起形成脂环烃环或杂环。这些化合物可用作合成光变化化合物的中间产物。
• [EN] METHOD FOR PREPARING INDOLENAPHTHOPYRANS<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INDOLENAPHTOPYRANES
  申请人：TRANSITIONS OPTICAL LTD

  公开号：WO2020126033A1

  公开（公告）日：2020-06-25

  Provided is a synthetic intermediate for the preparation of photochromic indolenaphthopyran compounds having the core skeletal structure of Formula (I): wherein m is 0 to 4, n is 0 to 4, R1 and R2 are each independently hydroxyl, cyano, (meth)acrylate, amino, halo, substituted or unsubstituted alkyl, boronic ester, boronic acid, polyether, polyester, polycarbonate, polyurethane, substituted or unsubstituted aryl, substituted or unsubstituted heterocycloaryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted arylthio, ketone, aldehyde, ester, carboxylic acid, carboxylate, amide, carbonate, carbamate, urea, siloxane, alkoxysilane, or polysiloxane; R3 is substituted or unsubstituted 2-pyridyl or substituted or unsubstituted 2-quinolyl; and R4 is hydrogen, substituted or unsubstituted alkyl, alkoxymethyl, substituted or unsubstituted silyl, or acyl. Also provided is a process for producing an indolenaphthol compound which includes cyclizing the phenylnaphthol compound of Formula (I) in the presence of a catalyst.

  提供了一种合成中间体，用于制备具有式（I）核心骨架结构的光致变色吲哚萘吡喃化合物，其中m为0至4，n为0至4，R1和R2分别独立为羟基、氰基、（甲基）丙烯酸酯、氨基、卤素、取代或未取代的烷基、硼酯、硼酸、聚醚、聚酯、聚碳酸酯、聚氨酯、取代或未取代的芳基、取代或未取代的杂环芳基、取代或未取代的杂芳基、取代或未取代的烷氧基、取代或未取代的芳氧基、取代或未取代的烷硫基、取代或未取代的芳硫基、酮、醛、酯、羧酸、羧酸酯、酰胺、碳酸酯、氨基甲酸酯、脲、硅氧烷、烷氧基硅烷或聚硅氧烷；R3为取代或未取代的2-吡啶基或取代或未取代的2-喹啉基；R4为氢、取代或未取代的烷基、烷氧甲基、取代或未取代的硅基或酰基。还提供了一种制备吲哚萘酚化合物的方法，包括在催化剂存在下使式（I）的苯基萘酚化合物环化。
• Photochromic materials having extended pi-conjugated systems and compositions and articles including the same
  申请人：Kim Beon-Kyu

  公开号：US20060228557A1

  公开（公告）日：2006-10-12

  Various non-limiting embodiments disclosed herein relate to photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to photochromic compositions and photochromic articles, such as optical elements, made using the disclosed photochromic materials, and methods of making the same.

  本文披露的各种非限制性实施例涉及具有扩展π共轭系统的光致变色材料。例如，本文披露的各种非限制性实施例提供了一种光致变色材料，例如吲哚并螺并萘哌啶，其包括延伸吲哚并螺并萘哌啶的π共轭系统的基团，该基团与其11位键合。此外，根据本文披露的某些非限制性实施例，与传统光致变色材料相比，光致变色材料可能显示出电磁辐射的高吸光度，和/或具有相对于传统光致变色材料的向红移的闭合吸收光谱。其他非限制性实施例涉及使用所披露的光致变色材料制造的光致变色组合物和光致变色物品，例如光学元件，以及制造这些物品的方法。
• Ophthalmic devices comprising photochromic materials having extended PI-conjugated systems
  申请人：Kim Beon-Kyu

  公开号：US20060226402A1

  公开（公告）日：2006-10-12

  Various non-limiting embodiments disclosed herein relate to ophthalmic devices comprising photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position of thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to methods of making the ophthalmic devices comprising photochromic materials.

  本文披露了各种非限制性实施例，涉及具有扩展pi-共轭系统的光学装置，包括光致变色材料。例如，本文披露了各种非限制性实施例，提供了一种光致变色材料，例如一个在其11位点上连接扩展pi-共轭系统的吲哚并蒽吩。此外，根据本文披露的某些非限制性实施例，光致变色材料可能显示出比传统光致变色材料更高的电磁辐射吸收超色谱和/或比传统光致变色材料更向低波长方向移动的闭合吸收光谱。其他非限制性实施例涉及制造包括光致变色材料的光学装置的方法。
• PHOTOCHROMIC MATERIALS HAVING EXTENDED PI-CONJUGATED SYSTEMS AND COMPOSITIONS AND ARTICLES INCLUDING THE SAME
  申请人：Kim Beon-Kyu

  公开号：US20090032782A1

  公开（公告）日：2009-02-05

  Various non-limiting embodiments disclosed herein relate to photochromic materials having extended pi-conjugated systems, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to photochromic compositions and photochromic articles, such as optical elements, made using the disclosed photochromic materials, and methods of making the same.

  本文披露了一些非限制性实施例，涉及具有扩展π-共轭系统的光致变色材料，例如一种在其11位点键合了扩展π-共轭系统的吲哚并螺[2,3-f]萘吡喃。此外，根据本文所披露的某些非限制性实施例，光致变色材料可以显示比传统光致变色材料更高的电磁辐射吸收，和/或具有比传统光致变色材料更向红移的闭合吸收光谱。其他非限制性实施例涉及使用所披露的光致变色材料制成的光致变色组合物和光致变色物品，例如光学元件，以及制造它们的方法。