2,5-二乙酰基呋喃 | 38071-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,5-二乙酰基呋喃
• 英文名称: 2,5-diacetylfuran
• 英文别名: 1-(5-acetylfuran-2-yl)ethanone
• CAS: 38071-72-6
• 化学式: C₈H₈O₃
• 分子量: 152.15
• InChiKey: HJULPPMMCXMWJA-UHFFFAOYSA-N

物化性质

• 熔点：
  94℃

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-二乙酰基呋喃 在 叔丁基过氧化氢 、 sodium hydroxide 作用下， 以55%的产率得到2,5-呋喃二甲酸
  参考文献：
  名称：

  在水性介质中使用 NaOH/TBHP 将芳基酮和苄基腈衍生物无卤氧化成相应的羧酸

  摘要：

  使用便宜的 NaOH 作为碱和水溶液。TBHP (70%) 作为氧化剂，我们开发了一种有效的氧化方法，可将芳基酮和苄基腈衍生物以良好的收率转化为相应的酸。使用该协议可以很容易地以克规模合成几种工业相关的羧酸。

  DOI：

  10.1016/j.tet.2023.133359
• 作为产物：
  描述：

  2-(2-甲基[1,3]二氧戊环-2-基)呋喃 在 正丁基锂 、 溶剂黄146 作用下， 反应 4.0h， 生成 2,5-二乙酰基呋喃
  参考文献：
  名称：

  Highly enantioselective reduction of symmetrical diacetylaromatics with baker's yeast

  摘要：

  Asymmetric reduction of symmetrical diacetylaromatics (1a, 1b, and 1d-g) with baker's yeast (Saccharomyces cerevisiae) provided the corresponding alcohols of high enantiomeric purity. By choosing appropriate reaction conditions, the products were preferentially the monoalcohols over the diols. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00462-x

文献信息

• Methodology for <i>in Situ</i> Protection of Aldehydes and Ketones Using Trimethylsilyl Trifluoromethanesulfonate and Phosphines: Selective Alkylation and Reduction of Ketones, Esters, Amides, and Nitriles
  作者：Kenzo Yahata、Masaki Minami、Yuki Yoshikawa、Kei Watanabe、Hiromichi Fujioka

  DOI：10.1248/cpb.c13-00666

  日期：——

  ensuing reactions of other carbonyl moieties in the substrates liberates the aldehyde moiety, a sequence involving aldehyde protection, transformation of other carbonyl groups, and deprotection can be accomplished in a one-pot manner. Furthermore, the use of PEt(3) instead of PPh(3) enables ketones to be converted in situ to their corresponding O,P-ketal type phosphonium salts and, consequently, selective

  已经开发了在醛存在下选择性转化酮，酯，Weinreb酰胺和腈的方法。PPh（3）-三甲基甲硅烷基三氟甲磺酸盐（TMSOTf）的组合使用可促进醛选择性转化为其相应的，临时保护的O，P-乙缩醛型phospho盐。因为随后在底物中其他羰基部分反应之后的水解后处理释放了醛部分，所以涉及醛保护，其他羰基的转化和脱保护的序列可以一锅法完成。此外，使用PEt（3）代替PPh（3）可使酮原位转化为其相应的O，P-缩酮型phospho盐，并因此实现酯，Weinreb酰胺，可以在酮存在下进行腈反应。该方法学适用于各种二羰基化合物，包括具有杂芳族骨架和羟基保护基团的底物。
• METHOD FOR PREPARING 2,5-DISUBSTITUTED FURAN COMPOUND
  申请人：Ningbo Institute of Materials Technology & Engineering, Chinese Academy of Sciences

  公开号：US20170320844A1

  公开（公告）日：2017-11-09

  Disclosed is a method for preparing a 2,5-disubstituted furan compound. The 2,5-disubstituted furan compound is prepared in a simple, convenient and highly efficient way by reacting 2,3-dicarboxylic anhydride-7-oxabicyclo[2.2.1]hept-5-ene and/or furan with an acylating reagent and/or an alkylating reagent. The preparation method is simple and efficient, has a short process and less by-products, and the 2,5-disubstituted furan compound prepared by using the method has a high purity, and can satisfy the requirements for being used as a raw material for engineering plastics, such as high-performance polyesters, epoxy resins, polyamides, polyurethanes and the like, and as a chemical raw material and a pharmaceutical intermediate raw material.

  揭示了一种制备2,5-二取代呋喃化合物的方法。通过将2,3-二羧酸酐-7-氧杂双环[2.2.1]庚-5-烯和/或呋喃与酰化试剂和/或烷基化试剂反应，以简单、方便和高效的方式制备2,5-二取代呋喃化合物。该制备方法简单高效，过程短，副产物少，采用该方法制备的2,5-二取代呋喃化合物纯度高，可满足作为工程塑料原料（如高性能聚酯、环氧树脂、聚酰胺、聚氨酯等）和化工原料、药物中间体原料的要求。
• [EN] METHODS FOR PREPARING ALKYLFURANS<br/>[FR] PROCÉDÉS DE PRÉPARATION D'ALKYLFURANNES
  申请人：MICROMIDAS INC

  公开号：WO2014151100A1

  公开（公告）日：2014-09-25

  Provided herein are methods for preparing alkylfurans, such as 2,5-dialkylfurans and 2-alkylfurans. Furfural or 5-alkylfurfural can be reacted with aniline or diaminobenzene, or derivatives thereof, to form the corresponding imine, which can be reduced to form alkylfurans and to regenerate the aniline or diaminobenzene, or derivatives thereof. The alkylfuran may be, for example, 2,5-dimethylfuran or 2-methylfuran.

  本文提供了制备烷基呋喃的方法，例如2,5-二烷基呋喃和2-烷基呋喃。糠醛或5-烷基糠醛可以与苯胺或二氨基苯等衍生物反应，形成相应的亚胺，亚胺可以还原成烷基呋喃，并再生苯胺或二氨基苯等衍生物。烷基呋喃可以是例如2,5-二甲基呋喃或2-甲基呋喃。
• 2,5-FURAN DICARBOXYLATE DERIVATIVES, AND USE THEREOF AS PLASTICIZERS
  申请人：Grass Michael

  公开号：US20120220507A1

  公开（公告）日：2012-08-30

  The invention relates to mixtures of isononyl furan-2,5-dicarboxylate of formula (I), methods for producing said mixtures of isononyl furan-2,5-dicarboxylate of formula (I), compositions containing mixtures of isononyl furan-2,5-dicarboxylate of formula (I), uses of the mixtures of isononyl furan-2,5-dicarboxylate of formula (I) as plasticizers, and uses of the aforementioned compositions containing isononyl furan-2,5-dicarboxylate of formula (I).

  该发明涉及式(I)的异壬基呋喃-2,5-二羧酸酯的混合物，制备该异壬基呋喃-2,5-二羧酸酯混合物的方法，含有该异壬基呋喃-2,5-二羧酸酯混合物的组合物，以及将该异壬基呋喃-2,5-二羧酸酯混合物用作增塑剂的用途，以及含有该异壬基呋喃-2,5-二羧酸酯的前述组合物的用途。
• Biobased Poly(ethylene furanoate) Polyester/TiO2 Supported Nanocomposites as Effective Photocatalysts for Anti-inflammatory/Analgesic Drugs
  作者：Anastasia Koltsakidou、Zoi Terzopoulou、George Kyzas、Dimitrios Bikiaris、Dimitra Lambropoulou

  DOI：10.3390/molecules24030564

  日期：——

  In the present study, polymer supported nanocomposites, consisting of bio-based poly(ethylene furanoate) polyester and TiO2 nanoparticles, were prepared and evaluated as effective photocatalysts for anti-inflammatory/analgesic drug removal. Nanocomposites were prepared by the solvent evaporation method containing 5, 10, 15, and 20 wt% TiO2 and characterized using Fourier Transform Infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), wide-angle X-ray diffraction (WAXD), thermogravimetric analysis (TGA), and scanning electron microscopy (SEM). Thin films of them have been prepared by the melt press and optimization of the photocatalytic procedure was conducted for the most efficient synthesized photocatalyst. Finally, mineralization was evaluated by means of Total organic carbon (TOC) reduction and ion release, while the transformation products (TPs) generated during the photocatalytic procedure were identified by high-resolution mass spectrometry.

  在本研究中，制备并评估了由生物基聚乙烯呋喃酮聚酯和二氧化钛纳米颗粒组成的聚合物支撑纳米复合材料，作为抗炎/镇痛药物去除的有效光催化剂。纳米复合材料通过溶剂蒸发法制备，含有5、10、15和20 wt%的二氧化钛，并利用傅里叶变换红外光谱（FTIR）、差示扫描量热法（DSC）、宽角X射线衍射（WAXD）、热重分析（TGA）和扫描电子显微镜（SEM）进行表征。通过熔融压制制备了它们的薄膜，并对最有效的合成光催化剂进行了光催化程序的优化。最后，通过总有机碳（TOC）减少和离子释放评估了矿化，同时通过高分辨质谱鉴定了光催化程序中生成的转化产物（TPs）。