(4-carboxyphenyl)methylphosphonic acid | 101258-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-carboxyphenyl)methylphosphonic acid
• 英文别名: 4-(phosphonomethyl)benzoic acid；(4-carboxybenzyl)phosphonic acid；4-Carboxy-benzylphosphonsaeure；4-phosphonomethylenebenzoic acid；4-Phosphonomethylencarbonsaeure；4-Carboxybenzylphosphonic acid
• CAS: 101258-15-5
• 化学式: C₈H₉O₅P
• 分子量: 216.13
• InChiKey: OXYRLNBFAYYOPG-UHFFFAOYSA-N

物化性质

• 熔点：
  335 °C (decomp)
• 沸点：
  518.0±60.0 °C(Predicted)
• 密度：
  1.572±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-carboxyphenyl)methylphosphonic acid 在 吡啶 、 sodium hydroxide 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 4-[[hydroxy-[(2R)-1,1,1-trifluorodecan-2-yl]oxyphosphoryl]methyl]benzoic acid
  参考文献：
  名称：

  Stereoselective synthesis of fluorinated materials catalyzed by an antibody

  摘要：

  A monoclonal antibody, elicited by a transition-state analogue for the hydrolysis of fluorinated esters, acted as an enzymelike catalyst for the preparation of chiral fluorinated compounds. The syntheses of (R)- or (S)-1-(fluoroalkyl)alkanols and an allylic alcohol possessing a trifluoromethyl group in high optical purity (> 98% enantiomeric excess (ee)) by antibody-derived reagents are described. The role of molecular recognition by antibody reagents and its importance to the preparation of optically pure materials is described. Significantly, it has been found that a fluoromethyl group on the stereogenic center or an acyloyl group enhanced the optical purity of the resultant products.

  DOI：

  10.1021/ja00006a032
• 作为产物：
  描述：

  4-溴甲基苯甲酸甲酯 在 盐酸 作用下， 生成 (4-carboxyphenyl)methylphosphonic acid
  参考文献：
  名称：

  Antibody-catalyzed double stereoselection in fluorinated materials

  摘要：

  DOI：

  10.1021/ja00022a083

文献信息

• Arylarsonate- and Phosphonate-Capped Polyoxomolybdates, [(RC₆H₄As)₂Mo₆O₂₄]^<i>n</i>− and [(R′C₆H₄P)₂Mo₅O₂₁]^<i>n</i>−
  作者：Paulami Manna、Saurav Bhattacharya、Ulrich Kortz

  DOI：10.1021/acs.inorgchem.1c00245

  日期：2021.5.17

  We report on the synthesis and structural characterization of four arylarsonate- and phosphonate-capped polyoxomolybdates that exhibit different organic substituents in the para position of the phenyl group. The reaction of arylarsonates (RAsO3, wherein R = 4-BrC6H4 or 4-N3C6H4) with molybdate in aqueous pH 3.5 media resulted in the cyclic hexamolybdates [(BrC6H4As)2Mo6O24]4– (Mo6As2La) and [(N3C6H4As)2Mo6O24]4–

  我们报告的合成和结构表征的四个芳基磺酸盐和膦酸酯封端的聚氧钼酸酯在苯基的对位表现出不同的有机取代基。在水的pH 3.5介质中，芳基磺酸盐（RAsO 3，其中R = 4-BrC 6 H 4或4-N 3 C 6 H 4）与钼酸盐反应，生成环状六钼酸盐[（BrC 6 H 4 As）2 Mo 6 O 24 ] 4–（Mo 6 As 2 L a）和[（N 3 C 6H 4 As）2 Mo 6 O 24 ] 4–（Mo 6 As 2 L b），而芳基膦酸酯（R'PO 3，其中R'= 4-O 2 CC 6 H 4或4-O 2 CC在水溶液pH 3介质中用6 H 4 CH 2）与钼酸盐生成环状五钼酸盐[（O 2 CC 6 H 4 P）2 Mo 5 O 21 ] 6–（Mo5 P 2 L c）和[（HO 2 CC 6 H 4 CH 2 P） 2 Mo 5 O 21 ] 4–（ Mo 5 P 2 L d）。聚阴离子Mo
• REACTIVITY OF THE ACIDS OF TRIVALENT PHOSPHORUS AND THEIR DERIVATIVES. PART VI. THE REACTION OF THE &gt;P—O⁻ ANIONS WITH BENZYL BROMIDES <i>para</i>-SUBSTITUTED IN THE PHENYL RING
  作者：Dariusz Witt、Janusz Rachon

  DOI：10.1080/10426509608029649

  日期：1996.1.1

  Abstract The reaction of p-substituted benzyl bromides with the >P—O− ions in THF, alcohols and toluene as the solvents is described. According to the reduction potential of the p-substituted benzyl bromides and the solvent used the formation of the P—C bond, debromination and/or dimerization occur. The principal process is believed to be X-philic substitution, the dimers are formed through a secondary

  摘要 描述了对取代苄基溴与 >PO- 离子在四氢呋喃、醇和甲苯作为溶剂中的反应。根据对位取代苄基溴化物的还原电位和所用溶剂形成PC键，发生脱溴和/或二聚反应。主要过程被认为是亲 X 取代，二聚体通过二次过程通过 SET 从对位取代的苄基阴离子形成对位取代的苄基溴。
• Discovery of hydrolytic catalysts in a peptidocalixarene library by binding assay with a transition state analogue for the hydrolysis
  作者：Hideaki Hioki、Ryosuke Nishimoto、Kota Kawaguchi、Miwa Kubo、Kenichi Harada、Yoshiyasu Fukuyama

  DOI：10.1039/b913907a

  日期：——

  Hydrolytic catalysts were found in a peptidocalixarene library by binding assay with a transition state analogue for the hydrolysis. The rate of the reaction can be specifically enhanced up to 50-fold in the presence of the discovered catalyst.

  通过与水解过渡态类似物的结合 assay，在多肽杯芳烃文库中发现了水解催化剂。在所发现的催化剂存在下，反应速率可被特异性地提高多达50倍。
• Cadmium(<scp>ii</scp>) carboxyphosphonates based on mixed ligands: syntheses, crystal structures and recognition properties toward amino acids
  作者：Zhou Zhao、Dan Yang、Bo Xing、Chao Ma、Zhen-Gang Sun、Yan-Yu Zhu、Huan-Yu Li、Jing Li

  DOI：10.1039/c6ra20434a

  日期：——

  to a 3D framework structure. Compound 2 adopted a 3D supramolecular structure. The interconnection of two Cd(1)O4N2 polyhedra and two CPO3 tetrahedra via corner-sharing formed a structure unit, with such units further connected in the bc-plane by sharing the L′2− anions to exhibit a 2D layer, and then the neighboring layers were further assembled into a 3D supramolecular structure by π–π stacking interactions

  具有三维（3D）框架和超分子结构的三种新颖的镉（II）羧酸膦盐，即Cd 3 [（L）2（1,10-phen）1.5 ]·H 2 O（1），Cd [（L' ）（H 2 biim）]（2）和Cd [（L'）（H 2 biim）（H 2 O）]·H 2 O（3）（L = OOC–C 6 H 4 –CH 2 PO 3，L'= OOC–C 6 H 4 –CH 2 PO 2（OC 2 H 5），在水热条件下合成1,10-phen = 1,10-菲咯啉，H 2 biim = 2,2'-联咪唑），并对其结构进行了表征。对于化合物1，Cd（1）O 6，Cd（2）O 4 N 2，Cd（3）O 2 N 2，Cd（4）O 4和CPO 3多面体相互连接成一维（1D）通过拐角和边沿共享沿b轴链接。相邻的链通过共享L 3-阴离子相互连接，从而形成3D框架结构。化合物2采用了3D超分子结构。两个Cd（1）O 4 N 2多面体和两个CPO
• Fluorescent Properties of Three Carboxyarylphosphonate Polymers with Unusual Polynuclear Zinc(II) Units
  作者：Xiao-Chuan Chai、Hui Li、Fu-Lin Zhou、Qiu-Ping Han、Shao-Fei Song、Yan-Ning Cao

  DOI：10.1002/zaac.201900156

  日期：2019.10.31

  novel [Zn6P4O12] hexanuclear units with “chair“ conformation are tetrahedrally bridged by eight MCP3– to generate a 2D double‐layer, in which the windows are occupied by 2,2′‐bipy molecules. Additionally, 2D correlation analysis of FTIR with thermal perturbation of 3 were discussed. Compounds 1–3 exhibit intense solid state fluorescent emissions. Thermogravimetric analyses suggested the very high stability

  三种新型羧芳基膦酸酯聚合物[Zn 2（PCP）（H 2 PCP）（phen）2 ] · H 2 O} n（1），[Zn（HPCP）（4,4'-bipy）] n（2），并且，[Zn 3（MCP）2（2,2'-联吡啶）] ñ（3）[PCP 3- = p -O 2 C（ç 6 ħ 4）CH 2 PO 3 3-，MCP 3- =米- O 2 C（C 6 H 4）CH 2 PO 3 3–和phen =菲咯啉]的合成并通过单晶X射线衍射进行了表征。化合物1具有由[Zn 4 P 4 O 10 ]四核单元组成的蝴蝶状二聚体，它们通过氢键和π-π堆积相互作用进一步连接到3D超分子框架中。在2中，存在无限的P–O–Zn无机2D（4,4）层，其中HPCP 2–的膦酸酯部分和未识别的4,4'-bipy配体垂直伸出。至于3，新颖的[Zn 6 P 4 O 12具有八个“椅子”构型的六核单元被八个MCP 3–进行四面体桥连以生成2D双层，其中的窗口被2