dimethyl 3-hydroxy-6-phenylphthalate | 194221-01-7

• 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: dimethyl 3-hydroxy-6-phenylphthalate
• 英文别名: Dimethyl 3-hydroxy-6-phenylbenzene-1,2-dicarboxylate
• CAS: 194221-01-7
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: JTRKVQYAKLESMH-UHFFFAOYSA-N

物化性质

• 沸点：
  425.1±45.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 3-hydroxy-6-phenylphthalate 在 copper(l) iodide 、 potassium carbonate 、 N,N-二甲基苯胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 dimethyl 2,2-dimethyl-6-phenyl-2H-chromene-7,8-dicarboxylate
  参考文献：
  名称：

  摘要：

  A series of dimethyl 6-aryl-2,2dimethyl-2N-chromene-7,8-dicarboxylates were synthesized, and the photochromic properties of this new family of dimethyl-2H-chromenes were studied under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilize the colored forms. This stabilization depended on the solvent, and in two cases the formation of long-lived opened forms was observed. Under irradiation with a mercury lamp, this family of 2H-chromenes showed a strong resistance: to photodegradation.

  DOI：

  10.1002/(sici)1522-2675(20000315)83:3<650::aid-hlca650>3.0.co;2-u
• 作为产物：
  描述：

  2-苯基呋喃 、 丁炔二酸二甲酯 在 zinc(II) iodide 作用下， 反应 90.0h， 以71%的产率得到dimethyl 3-hydroxy-6-phenylphthalate
  参考文献：
  名称：

  A Convenient Synthesis of Polysubstituted Phenylphenols from Substituted Anilines

  摘要：

  2' 和 4'- 取代的芳香族呋喃在路易斯酸存在下与 DMAD 发生反应，生成产率很高的 Diels-Alder 加合物；随后通过自发或酸诱导的δ-消除反应生成多取代的苯酚。

  DOI：

  10.1055/s-1997-1403

文献信息

• IrCl3 or FeCl3-catalyzed convenient synthesis of 3-hydroxyphthalates
  作者：Hiroyuki Shinohara、Motohiro Sonoda、Shingo Atobe、Haruna Masuno、Akiya Ogawa

  DOI：10.1016/j.tetlet.2011.09.068

  日期：2011.11

  FeCl3-catalyzed convenient synthesis of 3-hydroxyphthalates has been achieved by a Diels–Alder reaction of furans with dimethyl acetylenedicarboxylate, followed by ring-opening aromatization reaction of the Diels–Alder adducts, 7-oxabicyclo[2.2.1]hepta-2,5-diene derivatives. In addition, 7-azabicyclo[2.2.1]hepta-2,5-diene derivative, derived from N-Boc-pyrrole and dimethyl acetylenedicarboxylate, also converted

  IrCl 3 ·3H 2 O或FeCl 3催化3-羟基邻苯二甲酸酯的方便合成是通过呋喃与乙炔二羧酸二甲酯的Diels-Alder反应，然后进行Diels-Alder加合物7-氧杂双环的开环芳构化反应而实现的。 2.2.1]庚-2，5-二烯衍生物。另外，衍生自N -Boc-吡咯和乙炔二羧酸二甲酯的7-氮杂双环[2.2.1]庚-2,5-二烯衍生物也转化为3-氨基邻苯二甲酸酯衍生物。
• Synthesis and Spectrokinetic Studies of a New Family of Dimethyl [2<i>H</i>]-Chromenes: Dimethyl 6-Aryl-2,2Dimethyl-[2<i>H</i>]-Chromene-7,8-Dicarboxylates
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun、André Samat

  DOI：10.1080/10587250008023846

  日期：2000.6.1

  The synthesis of a series of dimethyl 6-aryl-2,2-dimethyl-[2H]-chromene-7,8-dicarboxylates is described. The photochromic properties of this new family of dimethyl-[2H]-chromenes have been studied in solution, under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilise the coloured forms. The fading rates are generally low in comparison with the standard "naked" chromenes in the same experimental conditions. This stabilisation depends on the solvent used. We could observe the presence of one permanent opened form. Moreover, it seems that the synthesised molecules have a strong resistance toward photodegradation.
• Agents for Eliminating Tumour-Initiating Cells
  申请人：GODAVARI BIOREFINERIES LIMITED

  公开号：US20150328245A1

  公开（公告）日：2015-11-19

  The present invention provides agents useful for eliminating tumour initiating cells, compositions thereof, uses thereof and methods of using the same.
• A Convenient Synthesis of Polysubstituted Phenylphenols from Substituted Anilines
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun

  DOI：10.1055/s-1997-1403

  日期：1997.6

  2' and 4'-Substituted arylfurans react with DMAD in the presence of Lewis acid to afford Diels-Alder adducts with good yields; a subsequent spontaneous or an acid-induced β-elimination leads to polysubstituted phenylphenols.

  2' 和 4'- 取代的芳香族呋喃在路易斯酸存在下与 DMAD 发生反应，生成产率很高的 Diels-Alder 加合物；随后通过自发或酸诱导的δ-消除反应生成多取代的苯酚。
• ——
  作者：Alain Maggiani、Arlette Tubul、Pierre Brun

  DOI：10.1002/(sici)1522-2675(20000315)83:3<650::aid-hlca650>3.0.co;2-u

  日期：2000.3.15

  A series of dimethyl 6-aryl-2,2dimethyl-2N-chromene-7,8-dicarboxylates were synthesized, and the photochromic properties of this new family of dimethyl-2H-chromenes were studied under continuous irradiation. The presence of the methoxycarbonyl groups was shown to stabilize the colored forms. This stabilization depended on the solvent, and in two cases the formation of long-lived opened forms was observed. Under irradiation with a mercury lamp, this family of 2H-chromenes showed a strong resistance: to photodegradation.