Methyl 3-(diphenylphosphino)propanoate

Base Information

• Chemical Name: Methyl 3-(diphenylphosphino)propanoate
• CAS No.: 76734-29-7
• Molecular Formula: C16H17O2P
• Molecular Weight: 272.284
• NSC Number: 46737
• DSSTox Substance ID: DTXSID60286641
• Nikkaji Number: J1.275.472H
• Wikidata: Q82022413
• Mol file: 76734-29-7.mol

Synonyms:76734-29-7;Methyl 3-(diphenylphosphino)propanoate;SCHEMBL10732000;DTXSID60286641;Carbomethoxyethyl Diphenyl Phosphine;NSC46737;NSC-46737;2-carbomethoxyethyl diphenyl phosphine;Methyl 3-(diphenylphosphino)propanoate #;Propanoic acid, 3-(diphenylphosphino)-, methyl ester

Chemical Property of Methyl 3-(diphenylphosphino)propanoate

Chemical Property:

• Vapor Pressure: 8.01E-06mmHg at 25°C
• Boiling Point: 375°Cat760mmHg
• Flash Point: 180.6°C
• Density: g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 272.09661678
• Heavy Atom Count: 19
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCP(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Methyl 3-(diphenylphosphino)propanoate

There total 3 articles about Methyl 3-(diphenylphosphino)propanoate 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: 98.5%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + diphenylphosphane (829-85-6) → (3-propionic acid methyl ester)diphenylphosphine (76734-29-7)

Guidance literature:

In acetonitrile; at -20 - 25 ℃; Inert atmosphere;

Reference yield: 80.0%

methanol (67-56-1) + 3-(diphenylphosphaneyl)propanoic acid N-hydroxysuccinimide ether (170278-50-9) → (3-propionic acid methyl ester)diphenylphosphine (76734-29-7)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ja407822b

Reference yield:

C16H25BN6O2PRh + diphenylphosphane (829-85-6) → [Rh(hydridotris(pyrazolyl)borate)(H)(PMe3)(PPh2)] + (3-propionic acid methyl ester)diphenylphosphine (76734-29-7)

Guidance literature:

In benzene-d6; toluene; at 20 ℃; for 0.25h; Concentration; Time; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.0c11010

upstream raw materials:

acrylic acid methyl ester

diphenylphosphane

methanol

3-(diphenylphosphaneyl)propanoic acid N-hydroxysuccinimide ether

Downstream raw materials:

3-(diphenylphosphinyl)propanoic acid methyl ester

fac-[Re(CO)3(methyl 3-diphenylphosphanylpropionate)(N,N-dimethyldithiocarbamate)]

morpholine amide 3-diphenylphosphinopropionic acid

Refernces

• 1、 Varela-Izquierdo, Víctor,Geer, Ana M.,Navarro, Janeth,López, José A.,Ciriano, Miguel A.,Tejel, Cristina. "Rhodium Complexes in P-C Bond Formation: Key Role of a Hydrido Ligand". supporting information. p. 349 - 358. Retrieved 2021/01/13.
• 2、 Dannenberg, Steven G.,Waterman, Rory. "A bench-stable copper photocatalyst for the rapid hydrophosphination of activated and unactivated alkenes". supporting information. p. 14219 - 14222. Retrieved 2020/11/24.