Methyl 2-diphenylphosphino-1-naphthoate

Base Information

• Chemical Name: Methyl 2-diphenylphosphino-1-naphthoate
• CAS No.: 178176-78-8
• Molecular Formula: C24H19O2P
• Molecular Weight: 370.387
• Hs Code.: 2931900090
• European Community (EC) Number: 681-589-7
• Wikidata: Q106902893
• Mol file: 178176-78-8.mol

Synonyms:Methyl 2-diphenylphosphino-1-naphthoate;178176-78-8;Methyl 2-diphenylphosphanylnaphthalene-1-carboxylate;Methyl 2-(diphenylphosphino)-1-naphthoate;METHYL 2-(DIPHENYLPHOSPHANYL)NAPHTHALENE-1-CARBOXYLATE;2-Diphenylphosphino-1-naphthoic acid methyl ester;SCHEMBL7516355;Methyl 2-diphenylphosphino-1-n;QNDSZNKYBYBYAE-UHFFFAOYSA-N;AKOS030621942;1-carbomethoxy-2-(diphenylphosphino)naphthalene

Chemical Property of Methyl 2-diphenylphosphino-1-naphthoate

Chemical Property:

• Melting Point: 107-108℃
• Boiling Point: 512.7±33.0 °C(Predicted)
• PSA: 39.89000
• LogP: 4.38460
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 370.11226684
• Heavy Atom Count: 27
• Complexity: 463

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2-diphenylphosphino-1-naphthoate, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC2=CC=CC=C21)P(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Methyl 2-diphenylphosphino-1-naphthoate

There total 4 articles about Methyl 2-diphenylphosphino-1-naphthoate 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: 95.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + 1-carbomethoxy-2-(trifluoromethylsulfonyloxy)naphthalene (200573-11-1) → 2-diphenylphosphino-1-naphthoic acid methyl ester (178176-78-8)

Guidance literature:

With zinc; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In N,N-dimethyl-formamide; at 100 - 110 ℃;

DOI:10.1039/a705106i

Reference yield: 95.0%

(trimethylsilyl)diphenylphosphine (17154-34-6) + 1-carbomethoxy-2-(trifluoromethylsulfonyloxy)naphthalene (200573-11-1) → 2-diphenylphosphino-1-naphthoic acid methyl ester (178176-78-8)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; In toluene; for 26h; Heating;

DOI:10.1021/ja000547d

Reference yield:

methyl 2-hydroxy-1-naphthoate (947-65-9) → 2-diphenylphosphino-1-naphthoic acid methyl ester (178176-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / CH₂Cl₂ / 14 h / 0 °C

2: 95 percent / bis(benzonitrile)palladium dichloride / toluene / 26 h / Heating

With pyridine; bis(benzonitrile)palladium(II) dichloride; In dichloromethane; toluene; 1: triflation / 2: Substitution;

DOI:10.1021/ja000547d

upstream raw materials:

chloro-diphenylphosphine

1-carbomethoxy-2-(trifluoromethylsulfonyloxy)naphthalene

(trimethylsilyl)diphenylphosphine

methyl 2-hydroxy-1-naphthoate

Downstream raw materials:

2-diphenylphosphino-1-naphthanoic acid

(1R,2R)-(+)-1,2-diaminocyclohexane-N,N’-bis(2-diphenylphosphino-1-naphthoyl)