Methyl ethenyl(phenyl)phosphinate

Base Information

• Chemical Name: Methyl ethenyl(phenyl)phosphinate
• CAS No.: 119073-93-7
• Molecular Formula: C9H11O2P
• Molecular Weight: 182.159
• DSSTox Substance ID: DTXSID00566772
• Mol file: 119073-93-7.mol

Synonyms:119073-93-7;Methyl ethenyl(phenyl)phosphinate;SCHEMBL777461;DTXSID00566772

Chemical Property of Methyl ethenyl(phenyl)phosphinate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 182.04966659
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl ethenyl(phenyl)phosphinate

There total 2 articles about Methyl ethenyl(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: 82.0%

Vinyl bromide (593-60-2,25951-54-6) + methyl phenylphosphinate (7162-15-4,111469-75-1,121467-78-5) → methyl phenylvinylphosphinate (119073-93-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; toluene; at 80 - 110 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02606

Reference yield:

→ methyl phenylvinylphosphinate (119073-93-7)

Guidance literature:

Dimethylphenylphosphonit, Allylbromid;

Reference yield: 71.0%

methyl phenylvinylphosphinate (119073-93-7) → (-)-(S)p methyl ethylphosphinate (69423-57-0) + (+)-(R)p Methyl ethylphenylphosphinate (65665-33-0) + (R)-methyl(phenyl)(vinyl)phosphinate

Guidance literature:

With C₆₁H₅₈O₄P₂Rh⁽¹⁺⁾*BF₄^(1-); hydrogen; In dichloromethane; at -40 ℃; for 0.33h; under 7500.75 Torr; enantioselective reaction; Resolution of racemate; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02606

upstream raw materials:

Vinyl bromide

methyl phenylphosphinate

Downstream raw materials:

methyl 2-(benzylideneamino)-4-(methoxyphenylphosphinyl)butyrate

methyl 2-(benzylideneamino)-4-(methoxyphenylphosphinyl)-2-propylbutyrate

(+/-)-2-amino-4-(hydroxy-phenyl-phosphinoyl)-butyric acid