2-Phenylnaphthalene-1-carboxylic acid

Base Information

• Chemical Name: 2-Phenylnaphthalene-1-carboxylic acid
• CAS No.: 108981-94-8
• Molecular Formula: C17H12O2
• Molecular Weight: 248.281
• DSSTox Substance ID: DTXSID80572598
• Nikkaji Number: J1.173.094I
• Wikidata: Q82461000
• Mol file: 108981-94-8.mol

Synonyms:2-Phenylnaphthalene-1-carboxylic acid;108981-94-8;2-Phenyl-1-naphthoic acid;phenylnaphthoic acid;SCHEMBL1195261;DTXSID80572598;RIVYMJURAWANIZ-UHFFFAOYSA-N;2-phenyl-naphthalene-1-carboxylic acid

Chemical Property of 2-Phenylnaphthalene-1-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 4.20500
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 248.083729621
• Heavy Atom Count: 19
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C3=CC=CC=C3C=C2)C(=O)O

Technology Process of 2-Phenylnaphthalene-1-carboxylic acid

There total 17 articles about 2-Phenylnaphthalene-1-carboxylic 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: 98.0%

1-naphthalenecarboxylic acid (86-55-5) + potassium phenyltrifluoborate → 2-phenyl-1-naphthalenecarboxylic acid (108981-94-8)

Guidance literature:

With dipotassium hydrogenphosphate; oxygen; palladium diacetate; p-benzoquinone; In tert-butyl alcohol; at 100 ℃; for 24h; under 22801.5 Torr;

DOI:10.1021/ja806681z

Reference yield: 68.0%

2-methoxy-1-naphthoic acid (947-62-6) + phenylmagnesium bromide (100-58-3) → 2-phenyl-1-naphthalenecarboxylic acid (108981-94-8)

Guidance literature:

2-methoxy-1-naphthoic acid; phenylmagnesium bromide; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1h;

Reference yield: 56.0%

2,6-bis(tert-butyl)-4-methoxyphenyl 2-phenyl-1-naphthalenecarboxylate → 2-phenyl-1-naphthalenecarboxylic acid (108981-94-8)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.47.1318

upstream raw materials:

11H-Benzo[a]fluoren-11-one

diethyl ether

2-fluoronaphthalene

phenyllithium

Downstream raw materials:

methyl 2-phenylnaphthalene-1-ylcarboxylate

Refernces

• 1、 Huang, Liangbin,Weix, Daniel J.. "Ruthenium-Catalyzed C-H Arylation of Diverse Aryl Carboxylic Acids with Aryl and Heteroaryl Halides". supporting information. p. 5432 - 5435. Retrieved 2016/11/04.
• 2、 -. "METHOD FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP". Page/Page column 22. . Retrieved 2013/02/27.