7260-11-9

Basic information

• Product Name: PHENYL 3-HYDROXY-2-NAPHTHOATE
• Synonyms: PHENYL 3-HYDROXY-2-NAPHTHOATE;PHENYL 2-HYDROXY-3-NAPHTHOATE;2-HYDROXY-3-NAPHTHOIC ACID PHENYL ESTER;2-Naphthoic acid, 3-hydroxy-, phenyl ester;3-Hydroxy-2-naphthoic acid phenyl ester;PHENYL 3-HYDROXY-2-NAPHTHOATE, 98+%;3-Hydroxy-2-naphthalenecarboxylic acid phenyl ester;3-Hydroxynaphthalene-2-carboxylic acid phenyl ester
• CAS NO: 7260-11-9
• Molecular Formula: C₁₇H₁₂O₃
• Molecular Weight: 264.28
• EINECS: 230-681-1
• Product Categories: Naphthalene derivatives;C12 to C63;Carbonyl Compounds;Esters
• Mol File: 7260-11-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 129-132 °C(lit.)
• Boiling Point: 257-261 °C160 mm Hg(lit.)
• Flash Point: 179.8°C
• Appearance: /
• Density: 1.1852 (rough estimate)
• Vapor Pressure: 9.27E-08mmHg at 25°C
• Refractive Index: 1.5490 (estimate)
• PKA: 8.31±0.40(Predicted)
• CAS DataBase Reference: PHENYL 3-HYDROXY-2-NAPHTHOATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL 3-HYDROXY-2-NAPHTHOATE(7260-11-9)
• EPA Substance Registry System: PHENYL 3-HYDROXY-2-NAPHTHOATE(7260-11-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7260-11-9(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Uses

Phenyl 3-hydroxy-2-naphthoate was used in the synthesis of a series of new azoic coupling components, derivatives of naphthol AS.

InChI:InChI=1/C17H12O3/c18-16-11-13-7-5-4-6-12(13)10-15(16)17(19)20-14-8-2-1-3-9-14/h1-11,18H

Upstream product

• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 108-95-2 phenol 

Downstream Products

• 170889-47-1 diphenyl 2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylate 
• 79044-29-4 7,7'-dimethoxy-1,1'-binaphthalene-2,2'-diol 
• 18515-12-3 3,3'-dimethoxy-1,1'-binaphthyl-2,2'-diol 
• 118494-97-6 ()-7,7'-bis-benzyloxy-[1,1']-binaphthalene-2,2'-diol 
• 223903-31-9 3,3'-bis(benzyloxy)-1,1'-binaphthalene-2,2'-diol 
• 109689-95-4 3-acetoxy-[2]naphthoic acid phenyl ester 
• 141779-46-6 2,2’-dihydroxy-[1,1’-binaphthalene]-3,3’-dicarbaldehyde 
• 1338475-04-9 3,3'-di chloro-[1,1'-binaphthalene]-2,2'-diol 

Relevant articles and documents

Enantioselective Synthesis of 3,3′-Disubstituted 2-Amino-2′-hydroxy-1,1′-binaphthyls by Copper-Catalyzed Aerobic Oxidative Cross-Coupling

A challenging direct asymmetric catalytic aerobic oxidative cross-coupling of 2-naphthylamine and 2-naphthol, using a novel CuI/SPDO system, has been successfully developed for the first time. Enantioenriched 3,3′-disubstituted NOBINs were achieved and could be readily derived to divergent chiral ligands and catalysts. This reaction features high enantioselectivities (up to 96 % ee) and good yields (up to 80 %). The DFT calculations suggest that the F–H interactions between CF3 of L17 and H-1,8 of 2-naphthol, and the π–π stacking between the two coupling partners could play vital roles in the enantiocontrol of this cross-coupling reaction.

Copper-Complex-Catalyzed Asymmetric Aerobic Oxidative Cross-Coupling of 2-Naphthols: Enantioselective Synthesis of 3,3′-Substituted C1-Symmetric BINOLs

A novel chiral 1,5-N,N-bidentate ligand based on a spirocyclic pyrrolidine oxazoline backbone was designed and prepared, and it coordinates CuBr in situ to form an unprecedented catalyst that enables efficient oxidative cross-coupling of 2-naphthols. Air serves as an external oxidant and generates a series of C1-symmetric chiral BINOL derivatives with high enantioselectivity (up to 99 % ee) and good yield (up to 87 %). This approach is tolerant of a broader substrates scope, particularly substrates bearing various 3- and 3′-substituents. A preliminary investigation using one of the obtained C1-symmetric BINOL products was used as an organocatalyst, exhibiting better enantioselectivity than the previously reported organocatalyst, for the asymmetric α-alkylation of amino esters.