4,6-二苯甲酰间苯二酚 | 3088-15-1

• 物质功能分类: 香精与香料 - 酚类 - 合成香料 - 酚类、醚类和环氧化物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 中文名称: 4,6-二苯甲酰间苯二酚
• 中文别名: 4,6-二苯甲酰基间苯二酚
• 英文名称: 4,6-dibenzoylresorcinol
• 英文别名: 1,5-dibenzoyl-2,4-dihydroxybenzene；(5-benzoyl-2,4-dihydroxyphenyl)-phenylmethanone
• CAS: 3088-15-1
• 化学式: C₂₀H₁₄O₄
• mdl: MFCD00046065
• 分子量: 318.329
• InChiKey: GOZHNJTXLALKRL-UHFFFAOYSA-N

物化性质

• 熔点：
  150℃
• 沸点：
  549.6±38.0 °C(Predicted)
• 密度：
  1.312

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2914400090
• 储存条件：
  2-8°C

制备方法与用途

4,6-二苯甲酰基水杨醛是一种苯酚。

反应信息

• 作为反应物：
  描述：

  4,6-二苯甲酰间苯二酚 在 吡啶 、 四丁基硫酸氢铵 、 potassium carbonate 、 甲基磺酰氯 、 potassium iodide 作用下， 以 水 、 1,2-二氯乙烷 、 苯 为溶剂， 反应 36.0h， 生成 2,3,5,6-Tetraphenylbenzo<1,2-b:5,4-b'>difuran
  参考文献：
  名称：

  Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans

  摘要：

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.

  DOI：

  10.1021/jo00110a038
• 作为产物：
  描述：

  2,3,5,6-Tetraphenylbenzo<1,2-b:5,4-b'>difuran 在 氢氧化钾 、 铬酸 、 溶剂黄146 作用下， 生成 4,6-二苯甲酰间苯二酚
  参考文献：
  名称：

  �ber die Kondensation von Benzoin und Resorzin

  摘要：

  DOI：

  10.1007/bf01518492

文献信息

• FACILE SYNTHESIS OF BIOLOGICALLY ACTIVE LINEAR BISAROYL BENZODIFURANS BY PTC AND SOLVENT FREE MICROWAVE IRRADIATION
  作者：K. S. Krishna Murthy、B. Rajitha、M. Kanakalingeswara Rao、T. Raja Komuraiah、S. M. Reddy

  DOI：10.1515/hc.2002.8.2.179

  日期：2002.1

  (Or) (i i) K 2 C O J / M W 3 0 0 / 1 3 min -X Ar 4-H C6H4 4-CI C6H4 4-Ph C6H4 2-OMe O C T 4-NO, C6H, 4-Me C6H, 4-OMe C6H, 3 a-e 4 a-g 5 a-g [R=CHJ] [R=C2H.J [R=C6H5] Scheme 1 The benzodifurans were characterized by UV, IR, NMR and Mass spectral data (Table 1). The UV spectra of all the compounds have displayed two absorption bands in the regions λTM, 322327 and 355-359 nm as compared with unsubstituted

  2,6-二芳酰基/萘酰基-3,5-二烷基/苯基-苯并[l,2-b;5,4-b']二呋喃（3a-e、4a-g和5a-g）已通过缩合合成4,6-二酰基/二芳酰基间苯二酚 (1 i-iii) 与各种 p-取代的 a 溴酮 (2a-g) 通过 (a) 相转移催化方法和 (b) 微波辐射。对这两种方法进行了比较。已发现微波辐射是合成双芳酰基苯并二呋喃的有效途径。所有化合物都经过了抗菌筛选（3a-e、4a-g 和 5b-g），一些选定的化合物已经过抗植入活性测试。苯并二呋喃 3c、3d、3e、4a、4b、4d、4f 和 5g 对革兰氏阳性菌显示出优异的活性，化合物 4c 在 10 mg/Kg/大鼠/天对白化大鼠显示出 67% 的抗植入活性。介绍 已知天然和合成的苯并呋喃衍生物与生物和药理活性有关。Methyl-2-methyl-5-hydroxy-6-acetyl-benzofuran-3carboxylate
• Palladium-Catalyzed Fluoroalkylative Cyclization of Olefins
  作者：Jianhua Liao、Lianfeng Fan、Wei Guo、Zhenming Zhang、Jiawei Li、Chuanle Zhu、Yanwei Ren、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.orglett.6b03865

  日期：2017.3.3

  A palladium-catalyzed fluoroalkylative cyclization of olefins with readily available Rf–I reagents to afford the corresponding fluoroalkylated 2,3-dihydrobenzofuran and indolin derivatives with moderate to excellent yields is reported. This novel procedure provides an efficient method for the construction of Csp3–CF2 and C–O/N bonds in one step. A wide range of functional groups are tolerated. It is

  据报道，钯可以通过容易获得的R f -I试剂催化烯烃的氟代烷基化环化反应，以中等到极好的收率得到相应的氟代烷基化的2,3-二氢苯并呋喃和吲哚衍生物。这一新颖的步骤为一步构建C sp 3 –CF 2和C–O / N键提供了一种有效的方法。可以容忍各种各样的官能团。提出了经由氟代烷基进行的自由基/ SET（单电子转移）途径可以参与催化循环。
• Synthesis of novel cyclophanes containing both benzo[1,2-b:5,4-b′]difuran and naphthalene rings
  作者：Kwanghee Koh Park、Hongsan Lim、Sun-Hyuk Kim、Dae Hyun Bae

  DOI：10.1039/b110312a

  日期：2002.1.23

  Facile routes for the synthesis of novel cyclophanes 1a, b containing both benzo[1,2-b:5,4-b′]difuran and naphthalene rings have been developed. Irradiation of 1,5-dibenzoyl-2,4-dialkoxybenzene derivatives 3a, b with a 350 nm mercury lamp followed by dehydration afforded benzo[1,2-b:5,4-b′]difuran ring systems 5a, b. The cyclophanes 1a, b were prepared either from the ether-forming reaction between the preformed benzodifuran ring derivatives 5a, b and 2,7-dihydroxynaphthalene, or from the photocyclization–dehydration reaction of the macrocycles 6a, b prepared by reacting 1,5-dibenzoyl-2,4-bis(ω-bromoalkoxy)benzene with 2,7-dihydroxynaphthalene. The cyclophanes 2a, b containing two benzo[1,2-b:5,4-b′]difuran and two naphthalene moieties were obtained as minor products.

  已开发出合成新型含有苯并[1,2-b:5,4-b']二呋喃和萘环的环芳烃1a、b的简易途径。将1,5-二苯甲酰基-2,4-二烷氧基苯衍生物3a、b用350 nm汞灯照射后脱水，得到苯并[1,2-b:5,4-b']二呋喃环系统5a、b。制备环芳烃1a、b可以是从预形成的苯并二呋喃环衍生物5a、b与2,7-二羟基萘的醚形成反应，或者是通过由1,5-二苯甲酰基-2,4-双(ω-溴烷氧基)苯与2,7-二羟基萘反应制备的宏环6a、b的光环化-脱水反应。含有两个苯并[1,2-b:5,4-b']二呋喃和两个萘部分的环芳烃2a、b是次要产物。
• Compounds based on dibenzoylresorcinol and related compositions and articles
  申请人：General Electric Company

  公开号：US06395922B1

  公开（公告）日：2002-05-28

  A method for preparing novel dibenzoylresorcinol-based compounds is disclosed, wherein the dibenzoylresorcinol is bonded to a substituted or unsubstituted aryl group which does not include a pendent hydroxyl group. The groups attached to the dibenzoylresorcinol may contain a wide variety of functional sites which permit further reaction, e.g., copolymerization. The described compounds are very useful as UV light absorbers and may be used to form improved coating compositions which usually include a transparent, polymeric matrix material. The coating compositions may be applied to various substrates, e.g., thermoplastics, to afford a selection of enhanced properties, such as UV light resistance and abrasion resistance.

  揭示了一种制备新型二苯甲酰邻苯二酚基化合物的方法，其中二苯甲酰邻苯二酚与不含侧链羟基的取代或未取代芳基结合。连接到二苯甲酰邻苯二酚的基团可能包含各种功能位点，可进一步反应，例如共聚反应。所述化合物非常适用作紫外光吸收剂，并可用于形成改进的涂层组合物，通常包括透明的聚合物基质材料。涂层组合物可应用于各种基材，例如热塑性材料，以提供一系列增强性能，如紫外光抵抗性和耐磨性。
• Facile synthesis of regio-isomeric naphthofurans and benzodifurans
  作者：Kwanghee Koh Park、Jinsuk Jeong

  DOI：10.1016/j.tet.2004.11.022

  日期：2005.1

  Naphtho[1,2-b]furans 1a–f, naphtho[2,1-b]furans 2a–f, benzo[1,2-b:5,4-b′]difurans 3a–b, benzo[1,2-b:4,5-b′]difurans 4a–b, and benzo[1,2-b:4,3-b′]difurans 5a–b were synthesized by base-catalyzed cyclization reaction of the corresponding o-alkoxybenzoylarene derivatives. The o-alkoxybenzoylarenes were obtained from the etherification reaction of the o-hydroxybenzoylarenes, which were prepared either

  萘并[1,2- b ]呋喃1a - f，萘并[2,1- b ]呋喃2a - f，苯并[1,2- b：5,4- b ']双呋喃3a - b，苯并[1，通过相应的邻烷氧基苯并芳基芳烃的碱催化环化反应合成了2- b：4,5- b ']二呋喃4a - b和苯并[1,2- b：4,3- b ']二呋喃5a - b衍生品。该Øα-烷氧基苯甲酰基芳烃是由邻羟基苯甲酰基芳烃的醚化反应制得的，该反应是通过在氯化铝存在下甲氧基芳烃与苯甲酰氯的反应或通过芳基苯甲酸酯的光-弗里斯重排而制备的。