1-(4-羟基苯基)-1,2-丙烷二酮 | 10087-36-2

• 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: 1-(4-羟基苯基)-1,2-丙烷二酮
• 英文名称: 1-(4-hydroxyphenyl)propan-1,2-dione
• 英文别名: 1-(4-hydroxyphenyl)propane-1,2-dione；1-(4-hydroxybenzoyl)ethanone；1-(4-Hydroxy-phenyl)-propan-1,2-dion
• CAS: 10087-36-2
• 化学式: C₉H₈O₃
• 分子量: 164.161
• InChiKey: PQRIZEYPOXNMDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  85-87 °C
• 沸点：
  316.4±25.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-羟基苯基)-1,2-丙烷二酮 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以15%的产率得到2-dimethylamino-3-formyl-4-chloro-5-(4-hydroxyphenyl)furan
  参考文献：
  名称：

  Jones, A.M.; Simpson, A.J.; Stanforth, S. P., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1843 - 1844

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-1-(4-羟基苯基)丙烷-1-酮 在 吡啶 、 copper(II) sulfate 作用下， 生成 1-(4-羟基苯基)-1,2-丙烷二酮
  参考文献：
  名称：

  Kratzl; Schweers, Chemische Berichte, 1956, vol. 89, p. 186,190

  摘要：

  DOI：

文献信息

• [EN] SELECTIVE C-O BOND CLEAVAGE OF OXIDIZED LIGNIN AND LIGNIN-TYPE MATERIALS INTO SIMPLE AROMATIC COMPOUNDS<br/>[FR] COUPURE SÉLECTIVE DE LIAISON C-O DE LIGNINE OXYDÉE ET DE SUBSTANCES DE TYPE LIGNINE EN COMPOSÉS AROMATIQUES SIMPLES
  申请人：WISCONSIN ALUMNI RES FOUND

  公开号：WO2015138563A1

  公开（公告）日：2015-09-17

  A method to cleave C-C and C-0 bonds in β-Ο-4 linkages in lignin or lignin sub-units is described. The method includes oxidizing at least a portion of secondary benzylic alcohol groups in β-Ο-4 linkages in the lignin or lignin sub-unit to corresponding ketones and then leaving C-0 or C-C bonds in the oxidized lignin or lignin sub-unit by reacting it with an organic carboxylic acid, a salt of an organic carboxylic acids, and/or an ester of an organic carboxylic acids. The method may utilize a metal or metal-containing reagent or proceed without the metal or metal-containing reagent.

  描述了一种在木质素或木质素亚单位中裂解β-Ο-4键中的C-C和C-0键的方法。该方法包括氧化木质素或木质素亚单位中β-Ο-4键中至少部分次苯基醇基团，使其转化为相应的酮，然后通过将氧化后的木质素或木质素亚单位与有机羧酸、有机羧酸盐和/或有机羧酸酯反应，使C-0或C-C键保留在氧化后的木质素或木质素亚单位中。该方法可以利用金属或含金属试剂，也可以在没有金属或含金属试剂的情况下进行。
• Formic-acid-induced depolymerization of oxidized lignin to aromatics
  作者：Alireza Rahimi、Arne Ulbrich、Joshua J. Coon、Shannon S. Stahl

  DOI：10.1038/nature13867

  日期：2014.11

  A method for the depolymerization of oxidized lignin under mild conditions in aqueous formic acid is described that results in more than 60 wt% yield of low-molecular-mass aromatics. The aromatic biopolymer lignin, a major component of plant cell walls and generally obtained from wood, is a valuable and renewable source of aromatic chemicals. Considerable progress has been made in the conversion of cellulose and hemicellulose to fuels and chemicals, but lignin has proved more recalcitrant. In this manuscript, the authors report a high-yield method for conversion of lignin to low molecular mass aromatics. The C–O cleavage reaction proceeds under mild conditions in aqueous formic acid. It produces small number of well-defined aromatic products, providing raw materials well suited for targeted conversion to a variety of valuable chemicals. Lignin is a heterogeneous aromatic biopolymer that accounts for nearly 30% of the organic carbon on Earth1 and is one of the few renewable sources of aromatic chemicals2. As the most recalcitrant of the three components of lignocellulosic biomass (cellulose, hemicellulose and lignin)3, lignin has been treated as a waste product in the pulp and paper industry, where it is burned to supply energy and recover pulping chemicals in the operation of paper mills4. Extraction of higher value from lignin is increasingly recognized as being crucial to the economic viability of integrated biorefineries5,6. Depolymerization is an important starting point for many lignin valorization strategies, because it could generate valuable aromatic chemicals and/or provide a source of low-molecular-mass feedstocks suitable for downstream processing7. Commercial precedents show that certain types of lignin (lignosulphonates) may be converted into vanillin and other marketable products8,9, but new technologies are needed to enhance the lignin value chain. The complex, irregular structure of lignin complicates chemical conversion efforts, and known depolymerization methods typically afford ill-defined products in low yields (that is, less than 10–20wt%)2,10,11. Here we describe a method for the depolymerization of oxidized lignin under mild conditions in aqueous formic acid that results in more than 60wt% yield of low-molecular-mass aromatics. We present the discovery of this facile C–O cleavage method, its application to aspen lignin depolymerization, and mechanistic insights into the reaction. The broader implications of these results for lignin conversion and biomass refining are also considered.

  一种在温和条件下使用水合甲酸对氧化木质素进行解聚的方法被描述，该方法的产物中低分子量芳烃的收率超过60wt%。木质素是植物细胞壁的主要成分，通常来自木材，是一种宝贵且可再生的芳烃化学品来源。在将纤维素和半纤维素转化为燃料和化学品方面已经取得了显著进展，但木质素的转化则证明更为困难。在本文中，作者报告了一种将木质素转化为低分子量芳烃的高产率方法。C–O断裂反应在水合甲酸的温和条件下进行，生成少量界定良好的芳香产物，为针对性转化为多种有价值化学品提供了合适的原材料。木质素是一种异质芳香生物聚合物，约占地球有机碳的30%1，也是少数可再生的芳香化学品来源之一2。由于木质素是木质纤维素生物质（纤维素、半纤维素和木质素）3中最难处理的成分，木质素在纸浆和造纸工业中被视为废弃物，通常燃烧以提供能量和回收造纸化学品4。从木质素中提取更高价值的产品越来越被认为对综合生物精炼厂的经济可行性至关重要5,6。解聚是许多木质素增值策略的重要起点，因为它能够产生有价值的芳香化学品和/或提供适合下游处理的低分子量原料7。商业先例表明，某些类型的木质素（木素磺酸盐）可以转化为香草醛和其他可销售产品8,9，但需要新技术来增强木质素的价值链。木质素复杂、不规律的结构使得化学转化工作变得复杂，已知的解聚方法通常导致低产率（即低于10–20wt%）的定义不清的产物2,10,11。在这里，我们描述了一种在温和条件下使用水合甲酸对氧化木质素进行解聚的方法，其低分子量芳烃的产率超过60wt%。我们展示了这种简便的C–O断裂方法的发现，及其在白杨木质素解聚中的应用，以及对反应机制的深入理解。这些结果对木质素转化和生物质精炼的更广泛影响也进行了探讨。
• 大位阻酮亚胺镍催化剂及其配体化合物、制备 方法和应用
  申请人：中国科学技术大学

  公开号：CN110483329B

  公开（公告）日：2020-08-25

  本发明提供了一种式(I)或式(II)的含自由基引发基团的大位阻酮亚胺配体化合物及其形成的镍配合物催化剂、制备方法和应用，其中R1、Ar、R9、R10和n如本文所定义。本发明提供的含自由基引发基团的大位阻酮亚胺镍催化剂对于低碳烯烃如乙烯的聚合反应具有很高的热稳定性和催化活性(可达1.2×107g·mol‑1·h‑1)，并且能够获得较高数均分子量(可达3.51×105g/mol)的聚乙烯聚合物。
• Unusual triethylamine catalyzed rearrangement of bicyclic endoperoxides derived from substituted cycloheptatrienes
  作者：M.Emin Sengül、Zeynep Ceylan、Metin Balci

  DOI：10.1016/s0040-4020(97)00630-3

  日期：1997.7

  Triethylamine catalyzed rearrangement of the substituted bicyclic cycloheptatriene endoperoxides 9, 10,12, 13, 20, 21, 22 and 30 underwent different reaction modes and resulted in the formation of ring contraction products in the case of 9, 10, 12 and 13. However, 20, 21, and 30 provided rearranged diketones 23, 24 and 32 almost in quantitative yield. The mechanism of these reactions was discussed

  三乙胺催化的取代双环环庚三烯内过氧化物9、10、12、13、20、21、22和30的重排经历不同的反应模式，并在9、10、12和13的情况下导致形成环收缩产物。然而，20，21，和30提供重新排列二酮23，24和32几乎以定量产率。讨论了这些反应的机理。
• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。