2-[4-(溴甲基)苯基]-6-苯基吡喃-4-酮 | 111736-02-8

• 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: 2-[4-(溴甲基)苯基]-6-苯基吡喃-4-酮
• 英文名称: 2-(p-bromomethylphenyl)-6-phenyl-4H-pyran-4-one
• 英文别名: 2-(4-bromomethylphenyl)-6-phenyl-4H-pyran-4-one；2-[4-(Bromomethyl)phenyl]-6-phenyl-4H-pyran-4-one；2-[4-(bromomethyl)phenyl]-6-phenylpyran-4-one
• CAS: 111736-02-8
• 化学式: C₁₈H₁₃BrO₂
• 分子量: 341.204
• InChiKey: KPKYWUKIXFWXQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[4-(溴甲基)苯基]-6-苯基吡喃-4-酮 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 0.33h， 以85%的产率得到2-(p-hydroxymethylphenyl)-6-phenyl-4H-pyran-4-one
  参考文献：
  名称：

  Marei, Mohamed Gaber; Mishrikey, Morcos Michael; El-Kholy, Ibrahim El-Sayed, Acta Chimica Hungarica, 1987, vol. 124, # 5, p. 733 - 736

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-甲基苯基)-6-苯基吡喃-4-酮 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 48.0h， 生成 2-[4-(溴甲基)苯基]-6-苯基吡喃-4-酮
  参考文献：
  名称：

  Synthesis of Novel Imidazolium and Benzimidazolium Salts from Halomethyl Derivatives of 4-Pyrones

  摘要：

  通过对 4H-吡喃-4-酮的卤代甲基衍生物进行各种季铵化反应，合成了一系列 4-吡喃酮衍生物的单苯并咪唑盐和双苯并咪唑盐以及咪唑盐，产率良好。这些盐可用作功能化 N-杂环碳烯的新型前体，其中一些还可用作新型离子液体。

  DOI：

  10.2174/157017812803521153

文献信息

• Synthesis of pyrone carbaldehydes, pyrone sulfonium ylides and related epoxides
  作者：Aziz Shahrisa、Mahnaz Saraei

  DOI：10.1002/jhet.79

  日期：2009.3

  Hexaminium salts of 4-pyrones were synthesized by treatment of 2-(4-bromomethylphenyl)-6-methyl-4H-pyran-4-one and 2-(4-bromomethylphenyl)-6-phenyl-4H-pyran-4-one with hexamethyl-enetetramine in chloroform in 71 and 84% yields respectively. Hydrolysis of and in EtOH:H2O produced the corresponding aldehydes and in 43 and 58% yields respectively. The reaction of bromopyrones and with dimethylsulfide

  4-吡喃六甲铵盐 通过处理合成 2-（4-溴甲基苯基）-6-甲基-4 H-吡喃-4-酮 和 2-（4-溴甲基苯基）-6-苯基-4 H-吡喃-4-酮 和 六甲基-亚乙基四胺在氯仿中的产率分别为71％和84％。水解的 和 在EtOH：H 2 O中产生相应的醛 和 分别有43％和58％的产量。溴吡喃酮的反应 和 和 甲醇中的二甲基硫醚：CH 2 Cl 2提供相应的sulf盐 和 分别有66％和65％的产量。治疗 和 与芳烃carbaldehydes如（AR = p -ClC 6 ħ 4，ö -ClC 6 ħ 4，p -NO 2 ç 6 ħ 4，ö -NO 2 ç 6 ħ 4，p -FC 6 ħ 4，2-萘基，p -MeOC 6 H 4，C 6 H 5 CH CH，p -MeC 6 H 4，C 6 H 5和4-（4-氧代-6-苯基-4 H-吡喃-2-基）苯甲醛 ）在CH 3 CN：H 2 O中存在
• Synthesis of New 1,2,3-Triazole Derivatives Possessing 4<i>H</i>-Pyran-4-one Moiety by 1,3-Dipolar Cycloaddition Reaction of Azidomethyl Phenylpyrone with Various Alkynes
  作者：Mahnaz Saraei、Bagher Eftekhari-Sis、Massomeh Faramarzi、Roshanak Hossienzadeh

  DOI：10.1002/jhet.1743

  日期：2014.9

  A series of new 1,2,3‐triazole derivatives were synthesized by 1,3‐dipolar cycloaddition reaction of 2‐(4‐azidomethylphenyl)‐6‐phenyl‐4H‐pyran‐4‐one with different alkynes in 40–71% yields. In the case of terminal alkynes, the reaction was proceeded in the presence of Cu(I) catalyst. The structure of the synthesized compounds were confirmed by FTIR, 1H‐NMR, and 13C‐NMR spectroscopy and elemental analysis

  一系列新的1,2,3-三唑衍生物是由2-（4-偶氮）的1,3-偶极环加成反应合成-6-苯基-4- ħ -吡喃-4-酮在40-71不同炔％产率。在末端炔烃的情况下，反应在Cu（I）催化剂的存在下进行。FTIR，1 H-NMR和13 C-NMR光谱及元素分析证实了合成化合物的结构。
• Synthesis of mono- and bis-1,2,3-triazole derivatives containing 4<i>H</i>-pyran-4-one moiety by 1,3-dipolar cycloaddition reaction
  作者：Mahnaz Saraei、Roshanak Hossienzadeh、Maryam Jabbari

  DOI：10.1515/hc-2014-0178

  日期：2015.4.1

  for the synthesis of 1,2,3-triazoles substituted with a 4H-pyran-4-one moiety was developed by treatment of 2-(4-azidomethylphenyl)-6-phenyl-4H-pyran-4-one with alkynes in water. The yields are good to excellent. The reactions of the terminal alkynes occur in the presence of Cu(I) as catalyst and lead to the formation of 1,4-disubstituted 1,2,3-triazoles. Also, bis-1,2,3-triazoles containing 4H-pyran-4-one

  摘要 通过处理 2-(4-叠氮甲基苯基)-6-苯基-4H-吡喃-4，开发了一种高效、绿色的合成 4H-吡喃-4-one 部分取代的 1,2,3-三唑的方法。 - 一种在水中含有炔烃的化合物。产量从好到极好。末端炔烃在作为催化剂的 Cu(I) 存在下发生反应，并导致形成 1,4-二取代的 1,2,3-三唑。此外，通过 2,6-双[4-(叠氮甲基)苯基]-4H-pyran-4-one 与内部炔烃的反应合成了含有 4H-pyran-4-one 部分的双-1,2,3-三唑产率为 51–84%。
• Synthesis, spectroscopic and DFT studies of novel fluorescent dyes: 3-Aminoimidazo[1,2-a]pyridines possessing 4-pyrone moieties
  作者：Aziz Shahrisa、Kazem Dindar Safa、Somayeh Esmati

  DOI：10.1016/j.saa.2013.09.056

  日期：2014.1

  A series of novel imidazo[1,2-a]pyridines possessing 4-pyrone ring were synthesized by three-component condensation of 4-pyrone carbaldehydes, 2-aminopyridines and isocyanides. Bismuth (III) chloride was used as a catalyst in these reactions and desired products were synthesized in good yields at a very short period of time under solvent free conditions. UV-Vis absorption and fluorescence emission spectra of these compounds were investigated. It shown that two of these compounds (10f and 10g) exhibit intense fluorescence in dichloromethane. Optimized ground-state molecular geometries and orbital distributions of these two fluorescent dyes were obtained using density functional theory (DFT). Thermogravimetric analysis and electrochemical properties of these compounds were also studied. (C) 2013 Published by Elsevier B.V.
• Marei, Mohamed Gaber; Mishrikey, Morcos Michael; El-Kholy, Ibrahim El-Sayed, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 163 - 165
  作者：Marei, Mohamed Gaber、Mishrikey, Morcos Michael、El-Kholy, Ibrahim El-Sayed

  DOI：——

  日期：——