p-Tolylphosphonic acid

Base Information

• Chemical Name: p-Tolylphosphonic acid
• CAS No.: 3366-72-1
• Molecular Formula: C7H9 O3 P
• Molecular Weight: 172.12
• Hs Code.: 2931900090
• NSC Number: 407830
• UNII: C3KLS2A7SN
• DSSTox Substance ID: DTXSID60187341
• Nikkaji Number: J135.892H
• Wikidata: Q83059011
• Mol file: 3366-72-1.mol

Synonyms:p-Tolylphosphonic acid;3366-72-1;(4-Methylphenyl)phosphonic acid;p-Methylphenylphosphonic acid;Phosphonic acid, (4-methylphenyl)-;(p-Tolyl)phosphonic acid;4-methylphenylphosphonic acid;P-TOLYL-PHOSPHONIC ACID;C3KLS2A7SN;NSC 407830;BRN 2936271;Phosphonic acid, (p-tolyl)-;NSC-407830;4-16-00-01092 (Beilstein Handbook Reference);P-TOLYL-PHOSPHONICACID;UNII-C3KLS2A7SN;SCHEMBL109490;DTXSID60187341;AMY19454;MFCD00229924;NSC407830;STK372995;AKOS005447166;AS-57683;P-(4-METHYLPHENYL)PHOSPHONIC ACID;LS-106797;PHOSPHONIC ACID, P-(4-METHYLPHENYL)-

Chemical Property of p-Tolylphosphonic acid

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Melting Point: 185 °C
• Boiling Point: 355.8°Cat760mmHg
• PKA: pK1:1.84;pK2:7.33 (25°C)
• Flash Point: 169°C
• PSA: 67.34000
• Density: 1.35g/cm³
• LogP: 0.79800
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 172.02893114
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

p-Tolylphosphonic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)P(=O)(O)O

Technology Process of p-Tolylphosphonic acid

There total 17 articles about p-Tolylphosphonic 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: 100.0%

diethyl 4-methylphenylphosphonate (1754-46-7) → (4-methylphenyl)phosphonic acid (3366-72-1)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1055/s-1990-26813

Reference yield: 100.0%

bis(trimethylsilyl)-p-tolylphosphonate (104412-66-0) → (4-methylphenyl)phosphonic acid (3366-72-1)

Guidance literature:

With methanol; for 24h; Ambient temperature;

DOI:10.1007/BF00863831

Reference yield:

para-bromotoluene (106-38-7) → (4-methylphenyl)phosphonic acid (3366-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 5 mole percent nickel chloride / 0.5 h / 150 °C

2: methanol / 24 h / 20 °C

With methanol; nickel dichloride;

DOI:10.1007/BF00961320

upstream raw materials:

tetrachloro-p-tolylphosphorane

p-tolylphosphonic dichloride

p-toluidine

diethyl chlorophosphate

Downstream raw materials:

p-Tolyl-phosphonic acid monohexyl ester

(4-aminomethyl-phenyl)-phosphonic acid

phosphoric acid

toluene

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、 Kabachnik,Solntseva,Izmer,Novikova,Beletskaya. "Palladium-Catalyzed Phase-Transfer Arylation of Dialkyl Phosphonates". . p. 93 - 97. Retrieved 2007/10/03.