(4-methoxyphenyl)(hydroxy)methylphosphonic acid | 63694-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-methoxyphenyl)(hydroxy)methylphosphonic acid
• 英文别名: [Hydroxy(4-methoxyphenyl)methyl]phosphonic acid；[hydroxy-(4-methoxyphenyl)methyl]phosphonic acid
• CAS: 63694-17-7
• 化学式: C₈H₁₁O₅P
• 分子量: 218.146
• InChiKey: QXKKQXRTAGJQKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  78 °C
• 沸点：
  473.7±55.0 °C(Predicted)
• 密度：
  1.482±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [hydroxy-(4-methoxy-phenyl)-methyl]-phosphonic acid dimethyl ester 在 盐酸 、 水 作用下， 生成 (4-methoxyphenyl)(hydroxy)methylphosphonic acid
  参考文献：
  名称：

  新型二烷氧基磷酰基芳基甲基2-(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸酯衍生物的合成及除草活性

  摘要：

  摘要 设计并合成了一系列二烷氧基磷酰基芳基甲基2-(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸酯衍生物。所有新化合物均通过元素分析、红外 (IR)、1H-NMR 和质谱 (MS) 鉴定。检测了它们对一组杂草的除草活性。一些化合物显示出潜在的除草活性，这为进一步研究结构修饰提供了一些指示。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要

  DOI：

  10.1080/10426507.2010.511512

文献信息

• Synthesis of functionalized 1-trimethylsiloxy-substitutedO-trimethylsilyl alkylphosphonites and their derivatives
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20430

  日期：2008.5

  Nucleophilic addition of trimethylsilyl esters of tricoordinate organophosphorus acids to various functionalized aldehydes with vinyl, aryl, and heterocyclic fragments is proposed as a convenient method for the synthesis of new 1-trimethylsiloxysubstituted alkylphosphonites and their derivatives at mild conditions. Also the new functionalized derivatives of these phosphonites, including amino groups

  建议将三配位有机磷酸的三甲基甲硅烷基酯亲核加成到具有乙烯基、芳基和杂环片段的各种官能化醛上，作为在温和条件下合成新的 1-三甲基甲硅烷氧基取代的烷基亚膦酸酯及其衍生物的便捷方法。还介绍了这些亚膦酸酯的新功能化衍生物，包括氨基以及这些化合物作为新功能化 1-羟基烷基有机磷酸的重要前体的某些性质。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:352–359, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20430
• Silyl phosphite equivalents: 2,2,2-trichloroethoxycarbonylphosphonates
  作者：Mitsuo Sekine、Hikaru Yamagata、Tsujiaki Hata

  DOI：10.1039/c39810000970

  日期：——

  2,2,2-Trichloroethoxycarbonylphosphonates were converted directly by treatment with Zn–Me3SiCl into silyl phosphites which in situ reacted with aldehydes to give α-hydroxyphosphonates in good yields.

  通过用Zn–Me 3 SiCl处理将2,2,2-三氯乙氧基羰基膦酸酯直接转化为亚磷酸甲硅烷基酯，后者与醛原位反应以高收率得到α-羟基膦酸酯。
• Synthesis of new functionalized aryl-substituted methylphosphonic and methylenediphosphonic acids and their derivatives
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.21349

  日期：2016.11

  The convenient syntheses of new aryl-substituted hydroxymethylphosphonic and methylenediphosphonic acids from the aromatic aldehydes, their derivatives, and phosphorous acid esters in the presence of the effective catalysts (trimethylsilyl trifluoromethanesulfonate, zinc chloride, and cadmium iodide) were developed.

  开发了在有效催化剂（三氟甲磺酸三甲基甲硅烷基酯、氯化锌和碘化镉）存在下，由芳香醛、它们的衍生物和亚磷酸酯方便地合成新的芳基取代的羟甲基膦酸和亚甲基二膦酸。
• SILYL PHOSPHITES V. THE REACTIONS OF TRIS(TRIMETHYLSILYL) PHOSPHITE WITH CARBONYL COMPOUNDS
  作者：Mitsuo Sekine、Isamu Yamamoto、Akio Hashizume、Tsujiaki Hata

  DOI：10.1246/cl.1977.485

  日期：1977.5.5

  When tris(trimethylsilyl) phosphite (1) was treated with aldehydes, ketones, or α,β-unsaturated aldehydes at room temperature, the 1,2-adducts were obtained in high yields (75–94%). On the other hand, when α,β-unsaturated ketones or ethyl crotonate was used, the 1,4-adducts were obtained in high yields (71–84%). The silylated products were smoothly hydrolyzed to the corresponding phosphonates in almost

  当亚磷酸三（三甲基甲硅烷基）酯 (1) 在室温下用醛、酮或 α,β-不饱和醛处理时，1,2- 加合物以高产率 (75-94%) 获得。另一方面，当使用 α,β-不饱和酮或巴豆酸乙酯时，1,4-加合物的产率很高（71-84%）。通过添加醇或水，硅烷化产物以几乎定量的产率顺利水解为相应的膦酸酯。
• Synthesis of new aryl-substituted methylphosphonic and methylenediphosphonic acids and their derivatives
  作者：A. A. Prishchenko、M. V. Livantsov、O. P. Novikova、L. I. Livantsova、V. S. Petrosyan

  DOI：10.1007/s11172-017-1736-5

  日期：2017.2

  Simple and versatile synthetic procedures towards new aryl-substituted hydroxymethylphosphonic and methylenediphosphonic acids via reactions of either aromatic aldehydes or their derivatives with phosphites were elaborated.

  详细阐述了通过芳香醛或其衍生物与亚磷酸酯反应制备新的芳基取代的羟甲基膦酸和亚甲基二膦酸的简单而通用的合成方法。