(4-乙酰基苯基)-磷酸 | 4042-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4-乙酰基苯基)-磷酸
• 英文名称: (4-acetylphenyl)phosphonic acid
• CAS: 4042-61-9
• 化学式: C₈H₉O₄P
• 分子量: 200.131
• InChiKey: MPKCXSCJGCSUQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  3-(4-azidophenyl)propan-1-ol 、 (4-乙酰基苯基)-磷酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以88%的产率得到3-(4-azidophenyl)propyl(4-acetylphenyl)phosphonate
  参考文献：
  名称：

  A robust and simple protocol for the synthesis of arylfluorophosphonates

  摘要：

  Fluorophosphonates represent powerful probes for the identification and analysis of active serine hydrolases in activity based protein profiling. Although alkylphosphonofluoridates are widely used for such purposes, little is known about the synthesis and purification of arylphosphonofluoridates, which may be useful tools for screening enzyme activities toward aromatic esters. Our optimized route makes this subclass of transition state inhibitors broadly accessible for a diverse series of phosphonic acid derivatives using a combination of selective monoesterification with EDC center dot HCl and subsequent mild fluorination with DAST. All compounds were isolated as pure materials using a simple acid-base extraction protocol in 76-93% yields over two steps. These probes can be stored under an inert atmosphere at -24 degrees C for several months without significant degradation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.08.061
• 作为产物：
  描述：

  (4-乙酰基苯基)-磷酸二乙酯 在 盐酸 、 水 作用下， 反应 8.5h， 生成 (4-乙酰基苯基)-磷酸
  参考文献：
  名称：

  次膦酸盐和膦酸盐的水解和醇解

  摘要：

  摘要 次膦酸和膦酸有用的中间体和生物活性化合物可以分别由它们的酯制备：次膦酸盐和膦酸盐，通过酸催化水解在常规加热或MW照射下进行。烷基次膦酸盐的酯交换反应仅在合适的离子液体作为催化剂存在的情况下进行。在苯基膦酸盐的情况下，取决于离子液体的性质，酯的形成伴随着 C-O 键的裂变。

  DOI：

  10.1080/10426507.2021.1991345

文献信息

• Synthesis and Proton Dissociation Properties of Arylphosphonates: A Microwave-Assisted Catalytic Arbuzov Reaction with Aryl Bromides
  作者：György Keglevich、Alajos Grün、Adrienn Bölcskei、László Drahos、Márta Kraszni、György T. Balogh

  DOI：10.1002/hc.21053

  日期：2012.11

  A series of substituted diethyl arylphosphonates was synthesized by the microwave-assisted Arbuzov reaction of triethyl phosphite and aryl bromides in the presence of NiCl2 as the catalyst under solvent-free conditions in good yields. The resulting phosphonates were hydrolyzed to the corresponding arylphosphonic acids whose acidity was evaluated by physicochemical methods.

  在无溶剂条件下，在 NiCl2 催化剂存在下，亚磷酸三乙酯和芳基溴化物通过微波辅助的 Arbuzov 反应合成了一系列取代的芳基膦酸二乙酯，收率良好。所得膦酸酯被水解为相应的芳基膦酸，其酸度通过物理化学方法进行评估。
• Photoresist composition and etching method
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP0540032A1

  公开（公告）日：1993-05-05

  A positive type or negative type photoresist composition for fine processing having excellent resolution, sensitivity, adhesive-ness and developability comprising: (a) an alkali soluble resin or a resin having anti-alkali dissolution groups in the molecules thereof, (b) a light-sensitive compound, and (c) at least one organic compound selected from the group consisting of organic phosphorus acid compounds and esters thereof in an amount of 0.001 to 10% by weight based on a weight of the resin. In addtion, the present invention is directed to an etching method utilizing the positive type or negative type photoresist composition.

  一种用于精细加工的正型或负型光刻胶组合物，具有优异的分辨率、灵敏度、粘合性和显影性，包括 (a) 碱溶性树脂或在其分子中含有抗碱溶解基团的树脂、 (b) 一种光敏化合物，和 (c) 至少一种选自有机磷酸化合物及其酯类的有机化合物，其含量为树脂重量的 0.001 至 10%。此外，本发明还涉及一种利用正型或负型光刻胶组合物的蚀刻方法。
• Two step acidic hydrolysis of dialkyl arylphosphonates
  作者：Nikoletta Harsági、Zita Rádai、Nóra Zsuzsa Kiss、Aron Szigetvári、György Keglevich

  DOI：10.1016/j.mencom.2020.01.012

  日期：2020.1

  The HCl-catalyzed hydrolysis of dialkyl arylphosphonates monitored by P-31 NMR spectroscopy has revealed two consecutive steps characterized by pseudo first order rate constants k(1) and k(2). A reactivity order for the two steps and for the overall two step hydrolysis has been derived depending on the alkoxy and aryl substituents. Besides the A(Ac)2 mechanism, the A(Al)1 route has been substantiated for the (PrO)-O-i substituent.
• US5633111A
  申请人：——

  公开号：US5633111A

  公开（公告）日：1997-05-27
• Hydrolysis and alcoholysis of phosphinates and phosphonates
  作者：Nikoletta Harsági、Betti Szőllősi、Petra Regina Varga、György Keglevich

  DOI：10.1080/10426507.2021.1991345

  日期：2022.6.3

  Abstract Phosphinic and phosphonic acids useful intermediates and biologically active compounds may be prepared from their esters: phosphinates and phosphonates, respectively, by acid-catalyzed hydrolysis either on conventional heating or on MW irradiation. The transesterification of alkyl phosphinates took place only in the presence of suitable ionic liquids as the catalysts. In the cases of phenylphosphonates

  摘要 次膦酸和膦酸有用的中间体和生物活性化合物可以分别由它们的酯制备：次膦酸盐和膦酸盐，通过酸催化水解在常规加热或MW照射下进行。烷基次膦酸盐的酯交换反应仅在合适的离子液体作为催化剂存在的情况下进行。在苯基膦酸盐的情况下，取决于离子液体的性质，酯的形成伴随着 C-O 键的裂变。