Methyl ethyl(phenyl)phosphinate

Base Information

• Chemical Name: Methyl ethyl(phenyl)phosphinate
• CAS No.: 6829-76-1
• Molecular Formula: C9H13O2P
• Molecular Weight: 184.172081
• DSSTox Substance ID: DTXSID00505702
• Mol file: 6829-76-1.mol

Synonyms:METHYL ETHYL(PHENYL)PHOSPHINATE;6829-76-1;ETHYL-PHENYL-PHOSPHINIC ACID METHYL ESTER;SCHEMBL777171;DTXSID00505702;AKOS006330190

Chemical Property of Methyl ethyl(phenyl)phosphinate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.06531665
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

ETHYL-PHENYL-PHOSPHINIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCP(=O)(C1=CC=CC=C1)OC

Technology Process of Methyl ethyl(phenyl)phosphinate

There total 10 articles about Methyl ethyl(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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + ethyl(phenyl)phosphinic acid (13317-44-7) → ethylphenylphosphinic acid methyl ester (6829-76-1)

Guidance literature:

In diethyl ether;

Reference yield: 15.0%

methanol (67-56-1) + ethylphenylphosphinic azide (85656-04-8) → ethylphenylphosphinic acid methyl ester (6829-76-1) + ethylphenylphosphinic amide (51028-14-9) + methyl N-ethyl-P-phenylphosphonamidate (65111-16-2) + methyl N-phenyl-P-ethylphosphonamidate (85656-07-1)

Guidance literature:

In methanol; for 7h; Yields of byproduct given; Irradiation;

DOI:10.1016/0040-4020(82)80195-6

Reference yield: 1.3%

sodium methylate (124-41-4) + N-(ethylphenylphosphinoyl)-O-methanesulphonylhydroxylamine (94193-60-9) → ethylphenylphosphinic acid methyl ester (6829-76-1) + methyl N-phenyl-P-ethylphosphonamidate (85656-07-1)

Guidance literature:

In methanol; for 0.333333h;

upstream raw materials:

methanol

ethylphenylphosphinic chloride

diazomethane

ethyl(phenyl)phosphinic acid

Downstream raw materials:

ethylphenylphosphinic chloride

C₂₆H₃₇O₇P

C₂₆H₃₇O₇P

(+)-(R_P)-ethylphenylvinylphosphine oxide

Refernces

• 1、 Yamashita, Mitsuji,Tsunekawa, Kenji,Sugiura, Motoyuki,Oshikawa, Tatsuo,Inokawa, Saburo. "Direct Deoxygenation of the Hydroxy Group of Methyl 1-Hydroxyalkyl-(phenyl)-phosphinates using Diphosphorus Tetraiodide". . p. 896 - 897. Retrieved 2007/10/02.
• 2、 Harger, Martin J. P.,Westlake, Sally. "PHOTOLYSIS OF SOME UNSYMMETRICAL PHOSPHINIC AZIDES IN METHANOL. RELATIVE MIGRATORY APTITUDES OF ALKYL GROUPS AND PHENYL IN THE CURTIUS-LIKE REARRANGEMENT.". . p. 3073 - 3078. Retrieved 2007/10/02.