diethyl (pyridin-4-ylmethyl)phosphate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: diethyl (pyridin-4-ylmethyl)phosphate
• 英文别名: diethyl(pyridine-4-ylmethyl)phosphate；Diethyl (pyridine-4-ylmethyl)phosphate；diethyl pyridin-4-ylmethyl phosphate
• 化学式: C₁₀H₁₆NO₄P
• 分子量: 245.215
• InChiKey: LPTUQYIDLZHNAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl (pyridin-4-ylmethyl)phosphate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以85.07%的产率得到diethyl (4-pyridinylmethyl)phosphonate N-oxide
  参考文献：
  名称：

  A multifunctional Eu-based coordination polymer luminescent sensor for highly sensitive and selective detection of Fe3+ and acetone

  摘要：

  A new 3D Eu-based coordination polymer, ([Eu(L)(H2O)(3)]Cl center dot H2O)(n) (1) (H2L = (4-(pyridyl-N-oxide) methylphosphonic acid), was successfully self-assembled via diffusion method at room temperature and characterized by single-crystal X-ray diffraction, elemental analyses, powder X-ray diffraction, thermogravimetric analyses and FT-IR. Single-crystal X-ray diffraction analysis shows that 1 features 3D (4,5)-connected (345.6(2).7)(3(2).4(2).5.6(3).7(2)) topological framework with large 1D channels. Photoluminescent spectra of 1 exhibit the strong characteristic luminescence of Eu3+. More importantly, sensing experiments exhibit that 1 can be used as a fluorescence sensor for detecting Fe3+ and acetone with excellent sensitivity, great selectivity, reproducibility and low detection limits for Fe3+, and acetone are 0.21 mu M and 0.0246 vol%. It is the first example of Eu-based phosphonate sensor for simultaneous detection of Fe3+ and acetone. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.114216
• 作为产物：
  描述：

  4-氯甲基吡啶 、 二乙基亚磷酸氢酯 在 sodium 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以92.5%的产率得到diethyl (pyridin-4-ylmethyl)phosphate
  参考文献：
  名称：

  A multifunctional Eu-based coordination polymer luminescent sensor for highly sensitive and selective detection of Fe3+ and acetone

  摘要：

  A new 3D Eu-based coordination polymer, ([Eu(L)(H2O)(3)]Cl center dot H2O)(n) (1) (H2L = (4-(pyridyl-N-oxide) methylphosphonic acid), was successfully self-assembled via diffusion method at room temperature and characterized by single-crystal X-ray diffraction, elemental analyses, powder X-ray diffraction, thermogravimetric analyses and FT-IR. Single-crystal X-ray diffraction analysis shows that 1 features 3D (4,5)-connected (345.6(2).7)(3(2).4(2).5.6(3).7(2)) topological framework with large 1D channels. Photoluminescent spectra of 1 exhibit the strong characteristic luminescence of Eu3+. More importantly, sensing experiments exhibit that 1 can be used as a fluorescence sensor for detecting Fe3+ and acetone with excellent sensitivity, great selectivity, reproducibility and low detection limits for Fe3+, and acetone are 0.21 mu M and 0.0246 vol%. It is the first example of Eu-based phosphonate sensor for simultaneous detection of Fe3+ and acetone. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.114216

文献信息

• Photorelease of Carboxylic Acids, Amino Acids, and Phosphates from <i>N</i>-Alkylpicolinium Esters Using Photosensitization by High Wavelength Laser Dyes
  作者：Chitra Sundararajan、Daniel E. Falvey

  DOI：10.1021/ja050760f

  日期：2005.6.1

  Visible light (>450 nm) is used to efficiently cleave carboxylic acids, amino acids, and phosphates from their N-methyl picolinium esters. Photolysis using pyrromethene dyes PM 546 and PM 597 and also coumarin 6 as photosensitizers effects release of carboxylic acids, N-protected amino acids, and phosphates in quantitative yields. The effective rate of photorelease by the dyes, Phiepsilon, was found

  可见光 (>450 nm) 用于有效地从 N-甲基吡啶鎓酯中裂解羧酸、氨基酸和磷酸盐。使用吡咯亚甲基染料 PM 546 和 PM 597 以及香豆素 6 作为光敏剂的光解作用会影响羧酸、N 保护氨基酸和磷酸盐的定量释放。发现染料 Phiepsilon 的光释放有效率高达 4500 M-1 cm-1。光致释放通过从染料敏化剂到 N-甲基吡啶鎓基团的光诱导电子转移进行。荧光猝灭和激光闪光光解实验支持光致电子转移机制。
• Synthesis and spectroscopy of diethyl (pyridinylmethyl)phosphates and their palladium (II) complexes: X-ray crystal structures of Pd(II) complexes
  作者：Urszula Kalinowska、Lilianna Chęcińska、Magdalena Małecka、Andrea Erxleben、Bernhard Lippert、Justyn Ochocki

  DOI：10.1016/j.ica.2005.02.020

  日期：2005.5

  Abstract The synthesis of diethyl (pyridin-2-, -3-, -4-ylmethyl)phosphate (2-pmOpe, 3-pmOpe, 4-pmOpe) ligands and their palladium (II) complexes of general formula trans-[PdCl2L2] (L = 2-pmOpe, 3-pmOpe,4-pmOpe) has been described. Pyridine phosphate derivatives were synthesized via the condensation of phosphorochloridic acid diethyl ester with an appropriate pyridinylmethanol in the presence of triethylamine

  摘要合成了磷酸二乙酯（吡啶-2-，-3-，-4-基甲基）（2-pmOpe，3-pmOpe，4-pmOpe）配体及其通式为-[PdCL2L2]的钯（II）配合物已经描述了（L ＝ 2-pmOpe，3-pmOpe，4-pmOpe）。在三乙胺的存在下，通过使磷酸氯二乙酯与适当的吡啶二甲基甲醇缩合，合成吡啶磷酸酯衍生物。该化合物已通过IR，远红外，1H NMR，31P NMR，31P CP-MAS NMR和元素分析进行​​了鉴定和表征。介绍了通过X射线衍射法测定的钯（II）配合物的晶体和分子结构，即[PdCL2（2-pmOpe）2]和[PdCL2（4-pmOpe）2]。在两种结构中，Pd（II）离子均由两个氯原子和两个吡啶氮原子四配位。
• Synthesis, Characterization, and Antimicrobial Activity of Silver(I) and Copper(II) Complexes of Phosphate Derivatives of Pyridine And Benzimidazole
  作者：Urszula Kalinowska-Lis、Eligia M. Szewczyk、Lilianna Chęcińska、Jakub M. Wojciechowski、Wojciech M. Wolf、Justyn Ochocki

  DOI：10.1002/cmdc.201300333

  日期：2014.1

  silver(I) complexes—[Ag(4‐pmOpe)]NO3}n and [Ag(2‐bimOpe)2]NO3—and three copper(II) complexes—[Cu4Cl6O(2‐bimOpe)4], [CuCl2(4‐pmOpe)2], and [CuCl2(2‐bis(pm)Ope]—were synthesized by reaction of silver(I) nitrate or copper(II) chloride with phosphate derivatives of pyridine and benzimidazole, namely diethyl (pyridin‐4‐ylmethyl)phosphate (4‐pmOpe), 1H‐benzimidazol‐2‐ylmethyl diethyl phosphate (2‐bimOpe)

  两个银（I）配合物-[Ag（4-pmOpe）] NO 3 } n和[Ag（2-bimOpe）2 ] NO 3-和三个铜（II）配合物-[Cu 4 Cl 6 O（2- bimOpe）4 ]，[CuCl 2（4-pmOpe）2 ]和[CuCl 2（2-bis（pm）Ope]-）是通过硝酸银（I）或氯化铜（II）与磷酸亚铁的磷酸酯衍生物反应合成的吡啶和苯并咪唑，即磷酸二乙酯（吡啶-4-基甲基）（4-pmOpe），1 H-苯并咪唑-2-酰基甲基二乙基磷酸（2-bimOpe）和双（吡啶-2-基甲基）磷酸乙基（2- bis（pm）Ope）。这些化合物的特征是1 H，13C和31 P NMR以及IR光谱，元素分析和ESIMS光谱。另外，通过单晶X射线衍射分析确定了[[Ag（4-pmOpe）] NO 3 } n和[Cu 4 Cl 6 O（2-bimOpe）4 ]的分子和晶体结构。确定了合成的复合物和游离
• Spectroscopic and magnetic properties of diethyl (pyridin-4-ylmethyl)phosphate (4-pmOpe) ligand with perchlorate transition metal salts. Crystal structure of [Cu(4-pmOpe)2(ClO4)2]
  作者：B. Żurowska、U. Kalinowska-Lis、A. Brzuszkiewicz、J. Ochocki

  DOI：10.1016/j.ica.2008.07.001

  日期：2009.4

  Abstract The perchlorate M(II) (M = Cu, Ni, Co) complexes with the diethyl (pyridin-4-ylmethyl)phosphate (4-pmOpe) ligand of the composition [M(4-pmOpe)2 (H2O)2](ClO4)2 (M = Ni, Co) and [Cu(4-pmOpe)2(ClO4)2] were prepared and studied. The ligand contains two donor atoms, i.e. pyridine nitrogen and phosphoryl oxygen atoms. In particular, the crystal structure of [Cu(4-pmOpe)2(ClO4)2] was determined by the

  摘要高氯酸盐M（II）（M = Cu，Ni，Co）与组成[M（4-pmOpe）2（H2O）2]的磷酸二乙基（吡啶-4-基甲基）磷酸酯（4-pmOpe）配位化合物制备并研究了（ClO4）2（M = Ni，Co）和[Cu（4-pmOpe）2（ ）2]。所述配体包含两个供体原子，即吡啶氮和磷酰基氧原子。特别地，[Cu（4-pmOpe）2（ClO 4）2]的晶体结构通过X射线法确定。它的结构由一维聚合物链组成，其中铜（II）离子被两个4-pmOpe有机配体以反式排列方式N，O-桥连。两个高氯酸根离子占据了第五和第六个配位点。Cu⋯Cu距离为9.180A。晶体堆积是由弱分子间C–H⋯O氢接触确定的。通过元素分析鉴定并表征了配位化合物，光谱和磁学研究。根据晶体结构显示了铜（II）化合物的光谱和磁性结果。磁数据表明链内和链间的磁交换相互作用非常弱（分别为J'= -0.43和zJ'= 0.29 cm