1-Naphthalenecarboxylic acid, phenyl ester

Base Information

• Chemical Name: 1-Naphthalenecarboxylic acid, phenyl ester
• CAS No.: 36773-67-8
• Molecular Formula: C17H12O2
• Molecular Weight: 248.281
• European Community (EC) Number: 684-302-3
• DSSTox Substance ID: DTXSID60390636
• Nikkaji Number: J415.978K
• Wikidata: Q82187539
• Mol file: 36773-67-8.mol

Synonyms:Phenyl 1-naphthoate;36773-67-8;phenyl naphthalene-1-carboxylate;1-Naphthalenecarboxylic acid, phenyl ester;NAPHTHALENE-1-CARBOXYLIC ACID PHENYL ESTER;1-Naphthoic acid phenyl ester;SCHEMBL2462911;DTXSID60390636;AKOS024331487

Chemical Property of 1-Naphthalenecarboxylic acid, phenyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 4.05900
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.083729621
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

NAPHTHALENE-1-CARBOXYLIC ACID PHENYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CC=CC3=CC=CC=C32

Technology Process of 1-Naphthalenecarboxylic acid, phenyl ester

There total 20 articles about 1-Naphthalenecarboxylic acid, phenyl ester 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: 99.0%

→ 1-naphthoic acid,phenyl ester (36773-67-8)

Guidance literature:

With thionyl chloride; for 1h; Reflux;

With dmap; triethylamine; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield: 98.0%

carbon monoxide (201230-82-2) + 1-Iodonaphthalene (90-14-2) + phenol (108-95-2,27073-41-2) → 1-naphthoic acid,phenyl ester (36773-67-8)

Guidance literature:

With triethylamine; palladium on activated charcoal; In toluene; at 130 ℃; for 8h; under 15001.5 Torr;

DOI:10.1016/j.jcat.2007.10.021

Reference yield: 94.0%

1-naphthalenecarboxylic acid (86-55-5) + Diphenyliodonium triflate (66003-76-7) → 1-naphthoic acid,phenyl ester (36773-67-8)

Guidance literature:

With dmap; palladium diacetate; In toluene; at 110 ℃; for 24h;

DOI:10.1021/acs.orglett.1c03016

upstream raw materials:

naphthalene-1-carbonic acid chloride

phenol

carbon monoxide

1-Iodonaphthalene

Downstream raw materials:

2,3,4,5-Tetrahydro-4-(1-naphthalenylcarbonyl)-7-phenyl-1H-1,4-benzodiazepine

1-naphthalenecarboxylic acid

phenol

(naphthalen-1-yl)diphenylphosphine oxide

Refernces

• 1、 An, Guoqiang,Wang, Limin,Han, Jianwei. "Palladium Catalyzed Regioselective Cyclization of Arylcarboxylic Acids via Radical Intermediates with Diaryliodonium Salts". supporting information. p. 8688 - 8693. Retrieved 2021/11/24.
• 2、 Okita, Toshimasa,Muto, Kei,Yamaguchi, Junichiro. "Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst". supporting information. p. 3132 - 3135. Retrieved 2018/05/28.