2-Diphenylphosphino-1-naphthoic acid

Base Information

• Chemical Name: 2-Diphenylphosphino-1-naphthoic acid
• CAS No.: 178176-80-2
• Molecular Formula: C23H17 O2 P
• Molecular Weight: 356.361
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID00446242
• Nikkaji Number: J1.978.727C
• Wikidata: Q82264849
• Mol file: 178176-80-2.mol

Synonyms:178176-80-2;2-DIPHENYLPHOSPHINO-1-NAPHTHOIC ACID;2-(Diphenylphosphino)-1-naphthoic acid;2-diphenylphosphanylnaphthalene-1-carboxylic Acid;1-Naphthalenecarboxylic acid, 2-(diphenylphosphino)-;2-(diphenylphosphanyl)naphthalene-1-carboxylic acid;SCHEMBL7587823;DTXSID00446242;MFCD02683090;2-(Diphenylphosphino)-1-naphthoicacid;AKOS016016380;AS-69194;CS-0203270;FT-0643726;2-(Diphenylphosphino)-naphthalen-1-carboxylic acid;A812344;J-506404

Chemical Property of 2-Diphenylphosphino-1-naphthoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 190-192°C
• Boiling Point: 531.9°Cat760mmHg
• Flash Point: 275.5°C
• PSA: 50.89000
• Density: g/cm³
• LogP: 4.29620
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 356.09661678
• Heavy Atom Count: 26
• Complexity: 449

Purity/Quality:

97% ^*data from raw suppliers

2-DIPHENYLPHOSPHINO-1-NAPHTHOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C(=O)O

Technology Process of 2-Diphenylphosphino-1-naphthoic acid

There total 3 articles about 2-Diphenylphosphino-1-naphthoic acid 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: 88.0%

2-diphenylphosphino-1-naphthoic acid methyl ester (178176-78-8) → 2-diphenylphosphino-1-naphthanoic acid (178176-80-2)

Guidance literature:

With barium hydroxide octahydrate; In methanol; for 25h; Heating;

DOI:10.1021/ja000547d

Reference yield:

methyl 2-hydroxy-1-naphthoate (947-65-9) → 2-diphenylphosphino-1-naphthanoic acid (178176-80-2)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 88 percent / barium hydroxide octahydrate / methanol / 25 h / Heating

With pyridine; bis(benzonitrile)palladium(II) dichloride; barium hydroxide octahydrate; In methanol; dichloromethane; toluene; 1: triflation / 2: Substitution / 3: Hydrolysis;

DOI:10.1021/ja000547d

Reference yield:

1-carbomethoxy-2-(trifluoromethylsulfonyloxy)naphthalene (200573-11-1) → 2-diphenylphosphino-1-naphthanoic acid (178176-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / bis(benzonitrile)palladium dichloride / toluene / 26 h / Heating

2: 88 percent / barium hydroxide octahydrate / methanol / 25 h / Heating

With bis(benzonitrile)palladium(II) dichloride; barium hydroxide octahydrate; In methanol; toluene; 1: Substitution / 2: Hydrolysis;

DOI:10.1021/ja000547d

upstream raw materials:

2-diphenylphosphino-1-naphthoic acid methyl ester

methyl 2-hydroxy-1-naphthoate

1-carbomethoxy-2-(trifluoromethylsulfonyloxy)naphthalene

Downstream raw materials:

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