6-(二甲基氨基) -4-羟基-2-萘酸甲酯 | 263026-75-1

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 6-(二甲基氨基) -4-羟基-2-萘酸甲酯
• 中文别名: 6-(二甲基氨基)-4-羟基-2-萘甲酸甲酯；6-(二甲基氨基)-4-羟基-2-萘酸甲酯；6-二甲氨基-4-羟基-萘-2-甲酸甲酯
• 英文名称: methyl 6-(dimethylamino)-4-hydroxy-2-naphthoate
• 英文别名: methyl 6-dimethylamino-4-hydroxy-2-naphthoate；methyl 6-(dimethylamino)-4-hydroxynaphthalene-2-carboxylate
• CAS: 263026-75-1
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: NGYJVUQZTJCWLD-UHFFFAOYSA-N

物化性质

• 密度：
  1.239

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090

反应信息

• 作为反应物：
  描述：

  6-(二甲基氨基) -4-羟基-2-萘酸甲酯 、 1,1-双(4-甲氧基苯基)-2-丙炔-1-醇 在 aluminum oxide 作用下， 以 甲苯 为溶剂， 生成 methyl 9-(dimethylamino)-2,2-bis(4-methoxyphenyl)-2H-benzo[h]chromene-5-carboxylate
  参考文献：
  名称：

  The photophysical behavior of the photochromic naphthopyran derivative having photo-switching ability

  摘要：

  The photophysical behavior of the photochromic naphthopyran derivative 9 with photo-switching ability has been investigated in solution phase as well as in crystalline form. The proposed switching motifs might be a versatile framework in the development of photonic devices whose properties can be toggled between two states on exposure to electromagnetic radiations. The closed form of 9 undergoes reversible transformation upon irradiation with light by changing the molecular structure from ring closed conformation 9 to the ring opened form 10. The compound 9 exhibited first absorption signal at 238 nm with shoulder peak at 261 nm and second absorption signal at 353 nm while on photo-irradiation, the colorless solution of 9 turn to colored and there was ratiometric downfall in the signal intensity for shoulder signal at 261 nm as well as second absorption signal at 353 nm and ultimately results in the disappearance of these both signal after 20 min of irradiations. Meanwhile, the colorimetric change in the reaction solution and considerable shift in the absorption and emission signal intensity as well as position suggest the conformational changes in the molecules from less conjugate conformation 9 to the extended conjugated conformation 10. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.10.016
• 作为产物：
  描述：

  甲醇 、 6-(二甲基氨基)-4-羟基-2-萘羧酸 在 硫酸 作用下， 反应 5.0h， 以85 g的产率得到6-(二甲基氨基) -4-羟基-2-萘酸甲酯
  参考文献：
  名称：

  The photophysical behavior of the photochromic naphthopyran derivative having photo-switching ability

  摘要：

  The photophysical behavior of the photochromic naphthopyran derivative 9 with photo-switching ability has been investigated in solution phase as well as in crystalline form. The proposed switching motifs might be a versatile framework in the development of photonic devices whose properties can be toggled between two states on exposure to electromagnetic radiations. The closed form of 9 undergoes reversible transformation upon irradiation with light by changing the molecular structure from ring closed conformation 9 to the ring opened form 10. The compound 9 exhibited first absorption signal at 238 nm with shoulder peak at 261 nm and second absorption signal at 353 nm while on photo-irradiation, the colorless solution of 9 turn to colored and there was ratiometric downfall in the signal intensity for shoulder signal at 261 nm as well as second absorption signal at 353 nm and ultimately results in the disappearance of these both signal after 20 min of irradiations. Meanwhile, the colorimetric change in the reaction solution and considerable shift in the absorption and emission signal intensity as well as position suggest the conformational changes in the molecules from less conjugate conformation 9 to the extended conjugated conformation 10. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.10.016

文献信息

• Grey coloring photochromic fused pyrans
  申请人：James Robinson Limited

  公开号：US06387512B1

  公开（公告）日：2002-05-14

  A photochromic grey coloring 2H-naphtho[1,2-b]pyran of formula (1) wherein R1 is selected from mono-, di- or poly-substituted aryl groups, mono-, di- or poly-substituted naphthyl groups and mono-, di- or poly-substituted heteroaryl groups, wherein at least one substituent is a nitrogen containing group, including amino, C1-C20 and C6-C20 alkylamino, C1-C20 and C6-C20 dialkylamino, C2-C20 dialkenylamino, C2-C20 or C4-C20 di(polyalkenyl)amino, arylamino, diarylamino, C1-C20 alkylarylamino, tetra (C1-C10 linear or branched alkyl) guanidino and cyclic-amino groups and at least one of R7 and R9, which may be the same or different, is selected from C1-C20 N alkylamino C1-C20 N-alkylamido, C1-C20 N,N-dialkylamido, amido, nitro, amino, C1-C20 alkylamino, C1-C20 dialkylamino, C2-C20 dialkenylamino, C4-C20 di(polyalkenyl)amino, arylamino, diarylamino, C1-C20 alkylarylamino, or cyclicamino groups. The compounds may be combined with a polymeric host material such as plastic or glass to make a sunglass lens, an ophthalmic lens or a window. The compounds may also be included in an ink or a fuel.

  一种光致变色的2H-萘并[1,2-b]吡喃灰色染料，其化学式为（1），其中R1选自单取代、双取代或多取代芳基、单取代、双取代或多取代萘基和单取代、双取代或多取代杂环芳基，至少一个取代基是含氮基团，包括氨基、C1-C20和C6-C20烷基氨基、C1-C20和C6-C20二烷基氨基、C2-C20二烯基氨基、C2-C20或C4-C20二（聚烯基）氨基、芳基氨基、二芳基氨基、C1-C20烷基芳基氨基、四（C1-C10线性或支链烷基）鸟氨基和环氨基基团，其中R7和R9中至少一个（可以相同也可以不同）选自C1-C20 N烷基氨基、C1-C20 N-烷基酰胺基、C1-C20 N，N-二烷基酰胺基、酰胺基、硝基、氨基、C1-C20烷基氨基、C1-C20二烷基氨基、C2-C20二烯基氨基、C4-C20二（聚烯基）氨基、芳基氨基、二芳基氨基、C1-C20烷基芳基氨基或环氨基基团。该化合物可以与聚合物宿主材料（如塑料或玻璃）结合，制成太阳镜镜片、眼科镜片或窗户。该化合物也可以包含在油墨或燃料中。
• GREY COLOURING PHOTOCHROMIC FUSED PYRANS
  申请人：JAMES ROBINSON LIMITED

  公开号：EP1117656B1

  公开（公告）日：2002-05-29
• US6387512B1
  申请人：——

  公开号：US6387512B1

  公开（公告）日：2002-05-14
• [EN] GREY COLOURING PHOTOCHROMIC FUSED PYRANS<br/>[FR] PYRANNES PHOTOCHROMES CONDENSES DONNANT UNE COLORATION GRISE
  申请人：JAMES ROBINSON LTD

  公开号：WO2000018755A1

  公开（公告）日：2000-04-06

  A photochromic grey colouring 2H-naphtho[1,2-b]pyran of formula (I) wherein R1 is selected from mono-, di- or poly-substituted aryl groups, mono-, di- or poly-substituted naphthyl groups and mono-, di- or poly-substituted heteroaryl groups, wherein at least one substituent is a nitrogen containing group, including amino, C¿1?-C20 and C6-C20 alkylamino, C1-C20 and C6-C20 dialkylamino, C2-C20 dialkenylamino, C2-C20 or C4-C20 di(polyalkenyl)amino, arylamino, diarylamino, C1-C20 alkylarylamino, tetra (C1-C10 linear or branched alkyl) guanidino and cyclic-amino groups and at least one of R?7 and R9¿, which may be the same or different, is selected from C¿1?-C20 N alkylamino C1-C20 N-alkylamido, C1-C20 N,N-dialkylamido, amido, nitro, amino, C1-C20 alkylamino, C1-C20 dialkylamino, C2-C20 dialkenylamino, C4-C20 di(polyalkenyl)amino, arylamino, diarylamino, C1-C20 alkylarylamino, or cyclicamino groups. The compounds may be combined with a polymeric host material such as plastic or glass to make a sunglass lens, an ophthalmic lens or a window. The compounds may also be included in an ink or a fuel.
• The photophysical behavior of the photochromic naphthopyran derivative having photo-switching ability
  作者：Moon-Hwan Kim、Muhammad Saleem、Ji-Su Seo、Chang-Shik Choi、Ki Hwan Lee

  DOI：10.1016/j.saa.2014.10.016

  日期：2015.2

  The photophysical behavior of the photochromic naphthopyran derivative 9 with photo-switching ability has been investigated in solution phase as well as in crystalline form. The proposed switching motifs might be a versatile framework in the development of photonic devices whose properties can be toggled between two states on exposure to electromagnetic radiations. The closed form of 9 undergoes reversible transformation upon irradiation with light by changing the molecular structure from ring closed conformation 9 to the ring opened form 10. The compound 9 exhibited first absorption signal at 238 nm with shoulder peak at 261 nm and second absorption signal at 353 nm while on photo-irradiation, the colorless solution of 9 turn to colored and there was ratiometric downfall in the signal intensity for shoulder signal at 261 nm as well as second absorption signal at 353 nm and ultimately results in the disappearance of these both signal after 20 min of irradiations. Meanwhile, the colorimetric change in the reaction solution and considerable shift in the absorption and emission signal intensity as well as position suggest the conformational changes in the molecules from less conjugate conformation 9 to the extended conjugated conformation 10. (C) 2014 Elsevier B.V. All rights reserved.