5-溴二氢呋喃-2(3H)-酮 | 94386-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 5-溴二氢呋喃-2(3H)-酮
• 英文名称: α-bromo-γ-butyrolactone
• 英文别名: 5-bromo-dihydro-furan-2-one；4-bromo-γ-butyrolactone；5-Bromodihydrofuran-2(3H)-one；5-bromooxolan-2-one
• CAS: 94386-29-5
• 化学式: C₄H₅BrO₂
• 分子量: 164.986
• InChiKey: SRXYQTZEGZGPCA-UHFFFAOYSA-N

物化性质

• 沸点：
  260.7±33.0 °C(Predicted)
• 密度：
  1.820±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  5-溴二氢呋喃-2(3H)-酮 、 2-萘硼酸 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 0.17h， 以95%的产率得到γ-(2-萘基)-γ-丁内酯
  参考文献：
  名称：

  Designing a bifunctional metal-organic framework by tandem post-synthetic modifications; an efficient and recyclable catalyst for Suzuki-Miyaura cross-coupling reaction

  摘要：

  A new Cu/Pd bimetallic Cu-MOF-[Pd] was synthesized through covalent, dative and inorganic post-synthetic modifications. In order to achieve the Cu-MOF-[Pd], Zn-MOF (TMU-17-NH2) was initially selected and fabricated by grafting of salicylaldehyde via Schiff-base formation followed by complex formation with Pd(II). Then, the as-synthesis MOF, Zn-MOF-[Pd], was subjected as 3D-template to obtain Cu-MOF-[Pd] by transmetalation process. The Cu-MOF-[Pd] was characterized by FT-IR spectroscopy, atomic absorption spectroscopy (AAS), field emission scanning electron microscopy (FE-SEM), powder X-ray diffraction (PXRD), energy dispersive X-ray spectroscopy (EDS), and EDS mapping techniques. The feasibility of using Cu-MOF-[Pd] as a highly active recoverable catalyst was confirmed in the Suzuki-Miyaura cross-coupling reaction in a mixed water/ethanol solvent. The results show that this novel nano-composite could serve as an efficient bimetallic heterogeneous catalyst and reuse at least for 5 times without loss in activity. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2020.114749
• 作为产物：
  描述：

  γ-丁内酯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 苯 为溶剂， 生成 5-溴二氢呋喃-2(3H)-酮
  参考文献：
  名称：

  手性双环咪唑催化的酰基动力学动力学拆分合成手性邻苯二甲酰基酯

  摘要：

  利用手性双环咪唑有机催化剂并采用连续注射工艺，已开发出另一种途径，可通过对映选择性酰化作用（3-99％ee）动态动力学拆分3-羟基邻苯二酚来有效合成手性邻苯二甲酸酯基前药。计算研究表明，一般的基础催化机理不同于广泛接受的亲核催化机理。关键过渡态的结构分析表明，催化剂与底物之间的CH-π相互作用而不是先前考虑的阳离子/π-π相互作用是引起观察到的立体控制的主要因素。

  DOI：

  10.1002/anie.202012445

文献信息

• Unsymmetrical Bis Azainositol Hafnium Complexes for X-Ray Imaging
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP2796152A1

  公开（公告）日：2014-10-29

  The present invention describes a new class of trinuclear hafnium complexes comprising two hexadentate azainositol carboxylic acid ligands, methods for their preparation and their use as X-ray contrast agents.

  本发明描述了一种新型的三核铪配合物类，包括两个六齿螯合的氮杂肌醇羧酸配体，以及它们的制备方法和作为X射线造影剂的用途。
• Phenoxy- and pyridyloxy-phenylphosphinates and their use in weed control
  申请人：Zoecon Corporation

  公开号：US04456465A1

  公开（公告）日：1984-06-26

  Novel phenoxyphenyl-substituted or pyridyloxyphenyl-substituted phosphinates and phosphinothioates, syntheses thereof, intermediates therefor, and the use of said novel phosphinates and phosphinothioates for the control of weeds.

  新型的苯氧基苯基取代或吡啶氧基苯基取代的膦酸酯和磷氧化硫酯，其合成方法，中间体以及利用该新型膦酸酯和磷氧化硫酯控制杂草的用途。
• WO2008/121670
  申请人：——

  公开号：——

  公开（公告）日：——
• Chiral Bicyclic Imidazole‐Catalyzed Acylative Dynamic Kinetic Resolution for the Synthesis of Chiral Phthalidyl Esters
  作者：Muxing Zhou、Tatiana Gridneva、Zhenfeng Zhang、Ende He、Yangang Liu、Wanbin Zhang

  DOI：10.1002/anie.202012445

  日期：2021.1.18

  Utilizing a chiral bicyclic imidazole organocatalyst and adopting a continuous injection process, an alternative route has been developed for the efficient synthesis of chiral phthalidyl ester prodrugs via dynamic kinetic resolution of 3‐hydroxyphthalides through enantioselective acylation (up to 99 % ee). The computational studies suggest a general base catalytic mechanism differing from the widely

  利用手性双环咪唑有机催化剂并采用连续注射工艺，已开发出另一种途径，可通过对映选择性酰化作用（3-99％ee）动态动力学拆分3-羟基邻苯二酚来有效合成手性邻苯二甲酸酯基前药。计算研究表明，一般的基础催化机理不同于广泛接受的亲核催化机理。关键过渡态的结构分析表明，催化剂与底物之间的CH-π相互作用而不是先前考虑的阳离子/π-π相互作用是引起观察到的立体控制的主要因素。
• Designing a bifunctional metal-organic framework by tandem post-synthetic modifications; an efficient and recyclable catalyst for Suzuki-Miyaura cross-coupling reaction
  作者：Behrang Salahshournia、Hosein Hamadi、Valiollah Nobakht

  DOI：10.1016/j.poly.2020.114749

  日期：2020.10

  A new Cu/Pd bimetallic Cu-MOF-[Pd] was synthesized through covalent, dative and inorganic post-synthetic modifications. In order to achieve the Cu-MOF-[Pd], Zn-MOF (TMU-17-NH2) was initially selected and fabricated by grafting of salicylaldehyde via Schiff-base formation followed by complex formation with Pd(II). Then, the as-synthesis MOF, Zn-MOF-[Pd], was subjected as 3D-template to obtain Cu-MOF-[Pd] by transmetalation process. The Cu-MOF-[Pd] was characterized by FT-IR spectroscopy, atomic absorption spectroscopy (AAS), field emission scanning electron microscopy (FE-SEM), powder X-ray diffraction (PXRD), energy dispersive X-ray spectroscopy (EDS), and EDS mapping techniques. The feasibility of using Cu-MOF-[Pd] as a highly active recoverable catalyst was confirmed in the Suzuki-Miyaura cross-coupling reaction in a mixed water/ethanol solvent. The results show that this novel nano-composite could serve as an efficient bimetallic heterogeneous catalyst and reuse at least for 5 times without loss in activity. (C) 2020 Elsevier Ltd. All rights reserved.