Dipropyl (4-methylphenyl)phosphonate

Base Information

• Chemical Name: Dipropyl (4-methylphenyl)phosphonate
• CAS No.: 20677-09-2
• Molecular Formula: C13H21O3P
• Molecular Weight: 256.282
• DSSTox Substance ID: DTXSID20577724
• Nikkaji Number: J1.673.545K
• Wikidata: Q82467804
• Mol file: 20677-09-2.mol

Synonyms:Dipropyl (4-methylphenyl)phosphonate;20677-09-2;SCHEMBL3885793;DTXSID20577724

Chemical Property of Dipropyl (4-methylphenyl)phosphonate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 256.12283153
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOP(=O)(C1=CC=C(C=C1)C)OCCC

Technology Process of Dipropyl (4-methylphenyl)phosphonate

There total 4 articles about Dipropyl (4-methylphenyl)phosphonate 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: 78.0%

di-n-propyl phosphonate (1809-21-8) + sodium 4-methylbenzenesulfinate (824-79-3) → dipropyl p-tolylphosphonate (20677-09-2)

Guidance literature:

With silver carbonate; palladium dichloride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 120 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1039/c4ra01270d

Reference yield:

para-bromotoluene (106-38-7) + di-n-propyl phosphonate (1809-21-8) → dipropyl p-tolylphosphonate (20677-09-2)

Guidance literature:

With triethylamine; nickel dichloride; In acetonitrile; at 150 ℃; Microwave irradiation;

DOI:10.1080/10426507.2021.2011884

Reference yield:

tri-n-propyl phosphite (923-99-9) + toluene (108-88-3,15644-74-3,16713-13-6) → dipropyl p-tolylphosphonate (20677-09-2) + m-Tolyl-phosphonic acid dipropyl ester + o-Tolyl-phosphonic acid dipropyl ester

Guidance literature:

With sodium perchlorate; In acetonitrile; Yield given. Yields of byproduct given; electrolysis;

DOI:10.1007/BF00953100

upstream raw materials:

4,4'-dimethyldiphenyliodonium cation

di-n-propyl phosphonate

tri-n-propyl phosphite

toluene