牛津郡苯硫膦 | 2012-00-2

• 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: 牛津郡苯硫膦
• 中文别名: 牛津郡苯硫膦标准品
• 英文名称: O-Ethyl-O-p-nitrophenyl-phenylphosphonat
• 英文别名: Phenylphosphonsaeure-aethyl-(p-nitrophenyl)-ester；O-Aethyl-O-<4-nitro-phenyl>-phenyl-phosphonsaeure；EPN oxon；phenyl-phosphonic acid ethyl ester-(4-nitro-phenyl ester)；Phenyl-phosphonsaeure-aethylester-(4-nitro-phenylester)；1-[ethoxy(phenyl)phosphoryl]oxy-4-nitrobenzene
• CAS: 2012-00-2
• 化学式: C₁₄H₁₄NO₅P
• 分子量: 307.243
• InChiKey: PDABPGQGULTJFY-UHFFFAOYSA-N

物化性质

• 熔点：
  approximate 33℃
• 保留指数：
  2359

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  苯硫膦	EPN	2104-64-5	C14H14NO4PS	323.309

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  苯硫膦	EPN	2104-64-5	C14H14NO4PS	323.309

反应信息

• 作为反应物：
  描述：

  牛津郡苯硫膦 在 fluoride on polymer 作用下， 以 乙腈 为溶剂， 以98%的产率得到苯基氟膦酸乙酯
  参考文献：
  名称：

  按需氟膦酸盐：氟膦酸盐合成的通用和简化方法

  摘要：

  要求不高：已开发出一种稳健且无需纯化的一步合成方法，能够从稳定且可储存的对硝基苯基膦酸盐的稳定“工具箱”中按需制备结构多样的氟膦酸盐。此外，还强调了反应检测方案，进一步促进了这些有价值的基于活性的探针的快速筛选。

  DOI：

  10.1002/cbic.202000852
• 作为产物：
  描述：

  苯硫膦 在 溴 作用下， 以 乙腈 为溶剂， 生成 牛津郡苯硫膦
  参考文献：
  名称：

  Oxidation of organophosphorus pesticides for the sensitive detection by a cholinesterase-based biosensor

  摘要：

  A potentiometric flow injection-type biosensor developed in our laboratory was used for the determination of organophosphorus pesticides (OPs). The principle of the biosensor is that the degree of inhibition of a sensor enzyme by an OP is dependent on the concentration of the pesticide. The sensor system consisted of a reactor with acetylcholinesterase (AChE) immobilized on a controlled pore glass and a detector with a tubular H+-selective membrane electrode. In order to examine the possibility of enhancing the sensitivity of the sensor by converting OPs to oxidized forms (stronger inhibitors), a comparison of the degree of enzyme inhibition by OPs at 10(-6) M before and after their oxidation was made. All of the ten pesticides tested exhibited greater inhibitory power toward the sensor enzyme following oxidation. All of the oxidized pesticides at 10(-6) M inhibited the sensor enzyme to a considerable degree, demonstrating the utility of the developed method for the class-specific determination of OPs. A calibration curve for diazinon, over the concentration range of 10(-11)-10(-4) M, was obtained. The lower detection limit was 2 x 10(-10) M. Treatment of the inhibited enzyme with pyridine-2-aldoxime restored the enzyme to near full activity, allowing repeated use of the sensor. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0045-6535(01)00005-4

文献信息

• 10.1021/acs.joc.4c00760
  作者：Guo, Huichuang、Wu, Qian、Wang, Shuo、Shu, Hailong、Shi, Enxue

  DOI：10.1021/acs.joc.4c00760

  日期：——

  chromatography workup of the crude R′P(OR)2 intermediates, we have developed an extremely simple and general synthetic route to H-phosphinates from commercially available Grignard reagents and P(OR)3. An alternative approach involved the use of ClP(OR)2 in place of P(OR)3, which proved to be a valuable strategy for the preparation of sterically hindered ArMgBr substrates bearing bulky ortho-substituted

  H-磷酸盐代表一类有价值的有机磷结构单元和催化配体。现有的合成方法通常与强酸的使用、中间体精细处理的需要以及仅引入对芳基的限制有关。在对粗 R'P(OR) 2中间体的色谱处理过程中观察到的意外 SiO 2促进的水解进行全面研究后，我们开发了一种极其简单且通用的合成路线，从市售格氏试剂和 P （或） 3 .另一种方法涉及使用 ClP(OR) 2代替 P(OR) 3 ，这被证明是制备带有大体积邻位取代基序的空间位阻 ArMgBr 底物的有价值的策略。因此，使用该实用方案以中等至高产率获得了 36 种结构不同的 P-(环)烷基和 P-(杂)芳基H-次膦酸盐库。此外，还检查了CuCl 2介导的P(O)–H键衍生，导致以接近定量的产率形成相应的EtOPhP(O)–X (X = O, N, S)化合物。
• The Effect of Structure on the Reactivity of Alkylphosphonate Esters^1,2
  作者：T. R. Fukuto、R. L. Metcalf

  DOI：10.1021/ja01511a025

  日期：1959.1
• SASAKI, MITSURU
  作者：SASAKI, MITSURU

  DOI：——

  日期：——
• Oxidation of organophosphorus pesticides for the sensitive detection by a cholinesterase-based biosensor
  作者：Hye-Sung Lee、Young Ah Kim、Young Ae Cho、Yong Tae Lee

  DOI：10.1016/s0045-6535(01)00005-4

  日期：2002.1

  A potentiometric flow injection-type biosensor developed in our laboratory was used for the determination of organophosphorus pesticides (OPs). The principle of the biosensor is that the degree of inhibition of a sensor enzyme by an OP is dependent on the concentration of the pesticide. The sensor system consisted of a reactor with acetylcholinesterase (AChE) immobilized on a controlled pore glass and a detector with a tubular H+-selective membrane electrode. In order to examine the possibility of enhancing the sensitivity of the sensor by converting OPs to oxidized forms (stronger inhibitors), a comparison of the degree of enzyme inhibition by OPs at 10(-6) M before and after their oxidation was made. All of the ten pesticides tested exhibited greater inhibitory power toward the sensor enzyme following oxidation. All of the oxidized pesticides at 10(-6) M inhibited the sensor enzyme to a considerable degree, demonstrating the utility of the developed method for the class-specific determination of OPs. A calibration curve for diazinon, over the concentration range of 10(-11)-10(-4) M, was obtained. The lower detection limit was 2 x 10(-10) M. Treatment of the inhibited enzyme with pyridine-2-aldoxime restored the enzyme to near full activity, allowing repeated use of the sensor. (C) 2002 Published by Elsevier Science Ltd.
• Fluorophosphonates on‐Demand: A General and Simplified Approach toward Fluorophosphonate Synthesis
  作者：Jason K. Dutra、Timothy L. Foley、Zhen Huang、Ethan L. Fisher、Erik A. Lachapelle、Subham Mahapatra、Kevin Ogilvie、Todd W. Butler、Justin Bellenger、Jaimeen Devraj Majmudar、Christopher W. am Ende

  DOI：10.1002/cbic.202000852

  日期：2021.5.14

  Not too demanding: A robust and purification-free, one-step synthesis has been developed to enable the on-demand preparation of structurally diverse fluorophosphonates from a stable, and storable “toolbox” of readily accessible p-nitrophenylphosphonates. Additionally, a reaction-to-assay protocol is highlighted that further facilitates the rapid screening of these valuable activity-based probes.

  要求不高：已开发出一种稳健且无需纯化的一步合成方法，能够从稳定且可储存的对硝基苯基膦酸盐的稳定“工具箱”中按需制备结构多样的氟膦酸盐。此外，还强调了反应检测方案，进一步促进了这些有价值的基于活性的探针的快速筛选。