Butyl methyl(phenyl)phosphinate

Base Information

• Chemical Name: Butyl methyl(phenyl)phosphinate
• CAS No.: 51103-74-3
• Molecular Formula: C11H17O2P
• Molecular Weight: 212.229
• DSSTox Substance ID: DTXSID50518024
• Mol file: 51103-74-3.mol

Synonyms:butyl methyl(phenyl)phosphinate;51103-74-3;SCHEMBL575732;(butoxy-methylphosphoryl)benzene;DTXSID50518024

Chemical Property of Butyl methyl(phenyl)phosphinate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 212.09661678
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Butyl methyl(phenyl)phosphinate

There total 17 articles about Butyl methyl(phenyl)phosphinate 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: 93.0%

methyl(phenyl)phosphinic chloride (5761-97-7) + butan-1-ol (71-36-3) → n-butyl methyl-phenylphosphinate (51103-74-3)

Guidance literature:

With triethylamine; In toluene; at 60 - 110 ℃; for 2h;

DOI:10.1080/00397911.2016.1171361

Reference yield: 89.0%

1-bromo-butane (109-65-9) + methylphenylphosphinic acid (4271-13-0) → n-butyl methyl-phenylphosphinate (51103-74-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetonitrile; at 100 ℃; for 2h; Reagent/catalyst; Solvent; Catalytic behavior; Microwave irradiation;

DOI:10.1080/00397911.2016.1171361

Reference yield: 89.0%

bromobenzene (108-86-1,52753-63-6) + butyl methylphosphinate (6172-80-1) → n-butyl methyl-phenylphosphinate (51103-74-3)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 100 ℃; for 2.5h;

upstream raw materials:

methyl(phenyl)phosphinic chloride

butan-1-ol

bromobenzene

butyl methylphosphinate

Downstream raw materials:

methylphenylphosphinothioic acid

Refernces

• 1、 Winters, Karen R.,Montchamp, Jean-Luc. "Evaluation and development of methodologies for the synthesis of thiophosphinic acids". . p. 14545 - 14558. Retrieved 2020/12/29.
• 2、 Keglevich, Gyoergy,Steinhauser, Kinga,Ludanyi, Krisztina,Toke, Laslo. "Photolysis of the cycloadduct of a 1,2-dihydrophosphinine oxide with N-phenylmaleimide in the presence of protic species: New aspects on the mechanism of the fragmentation of a 2-phosphabicyclo[2.2.2]octene". . p. 49 - 53. Retrieved 2007/10/03.