(4-Acetylphenyl)phosphonic acid

Base Information

• Chemical Name: (4-Acetylphenyl)phosphonic acid
• CAS No.: 4042-61-9
• Molecular Formula: C8H9O4P
• Molecular Weight: 200.131
• Hs Code.: 2931900090
• NSC Number: 129475
• DSSTox Substance ID: DTXSID40299335
• Wikidata: Q82041669
• Mol file: 4042-61-9.mol

Synonyms:4042-61-9;(4-acetylphenyl)phosphonic acid;NSC 129475;NSC129475;p-phosphonoacetophenone;(4-ACETYL-PHENYL)-PHOSPHONIC ACID;SCHEMBL8053794;DTXSID40299335;AKOS015962560;NSC-129475;(4-ACETYL-PHENYL)-PHOSPHONICACID

Chemical Property of (4-Acetylphenyl)phosphonic acid

Chemical Property:

• Vapor Pressure: 3.27E-08mmHg at 25°C
• Boiling Point: 431.5°C at 760 mmHg
• Flash Point: 214.8°C
• PSA: 84.41000
• Density: 1.42g/cm³
• LogP: 0.69220
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.02384576
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

99%min ^*data from raw suppliers

(4-ACETYL-PHENYL)-PHOSPHONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)P(=O)(O)O

Technology Process of (4-Acetylphenyl)phosphonic acid

There total 3 articles about (4-Acetylphenyl)phosphonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

diethyl (4-acetylphenyl)phosphonate (25944-71-2) → (4-acetylphenyl)phosphonic acid (4042-61-9)

Guidance literature:

With hydrogenchloride; Triphenylphosphine oxide; In water; at 80 ℃; for 24h; Schlenk technique; Sonication;

DOI:10.1016/j.tetlet.2015.08.061

Reference yield:

para-bromoacetophenone (99-90-1) → (4-acetylphenyl)phosphonic acid (4042-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: nickel dichloride / neat (no solvent) / 160 °C / Microwave irradiation

2: hydrogenchloride / water / 12 h / Reflux

With hydrogenchloride; nickel dichloride; In water; 1: |Arbuzov Reaction;

DOI:10.1002/hc.21053

Reference yield:

→ (4-acetylphenyl)phosphonic acid (4042-61-9)

Guidance literature:

4-Amino-acetophenon (-> 4-Acetyl-benzoldiazonium-tetrafluorborat, 1) PCl3, CuBr, Essigsaeure-aethylester, 2) Hydrolyse;

DOI:10.1021/jm00330a050

upstream raw materials:

diethyl (4-acetylphenyl)phosphonate

para-bromoacetophenone

Refernces

• 1、 Harsági, Nikoletta,Rádai, Zita,Kiss, Nóra Zsuzsa,Szigetvári, Aron,Keglevich, Gy?rgy. "Two step acidic hydrolysis of dialkyl arylphosphonates". . p. 38 - 39. Retrieved 2020/03/03.
• 2、 Keglevich, Gyoergy,Gruen, Alajos,Boelcskei, Adrienn,Drahos, Laszlo,Kraszni, Marta,Balogh, Gyoergy T.. "Synthesis and proton dissociation properties of arylphosphonates: A microwave-assisted catalytic arbuzov reaction with aryl bromides". . p. 574 - 582. Retrieved 2013/01/15.