Phenyl 3-hydroxy-2-naphthoate

Base Information

• Chemical Name: Phenyl 3-hydroxy-2-naphthoate
• CAS No.: 7260-11-9
• Molecular Formula: C17H12 O3
• Molecular Weight: 264.28
• European Community (EC) Number: 230-681-1
• NSC Number: 328440
• UNII: BZP4PT5H9G
• DSSTox Substance ID: DTXSID7064609
• Nikkaji Number: J167.289D
• Wikidata: Q81991695
• Mol file: 7260-11-9.mol

Synonyms:Phenyl 3-hydroxy-2-naphthoate;7260-11-9;phenyl 3-hydroxynaphthalene-2-carboxylate;2-Naphthalenecarboxylic acid, 3-hydroxy-, phenyl ester;BZP4PT5H9G;phenyl 2-hydroxy-3-naphthoate;2-Naphthoic acid, 3-hydroxy-, phenyl ester;NSC-328440;NSC328440;UNII-BZP4PT5H9G;Oprea1_082300;phenyl-3-hydroxy-2-naphthoate;Phenyl-2-hydroxy-3-naphthoate;SCHEMBL1098951;DTXSID7064609;SRMZHGJLSDITLO-UHFFFAOYSA-;EINECS 230-681-1;MFCD00004098;AKOS001058462;Phenyl 3-hydroxy-2-naphthoate, 97%;NSC 328440;3-hydroxy-2-naphthoic acid phenyl ester;LS-07463;CS-0236989;FT-0636408;EN300-17610;SR-01000050477;SR-01000050477-1;Z56968907;1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine-3-carboxylicacid

Chemical Property of Phenyl 3-hydroxy-2-naphthoate

Chemical Property:

• Vapor Pressure: 9.27E-08mmHg at 25°C
• Melting Point: 129-132 °C(lit.)
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 257-261 °C160 mm Hg(lit.)
• PKA: 8.31±0.40(Predicted)
• Flash Point: 179.8°C
• PSA: 46.53000
• Density: 1.286g/cm³
• LogP: 3.76460
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 264.078644241
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

99% ^*data from raw suppliers

Phenyl 3-hydroxy-2-naphthoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CC3=CC=CC=C3C=C2O
• Uses: Phenyl 3-hydroxy-2-naphthoate was used in the synthesis of a series of new azoic coupling components, derivatives of naphthol AS.

Technology Process of Phenyl 3-hydroxy-2-naphthoate

There total 1 articles about Phenyl 3-hydroxy-2-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: 67.0%

3-Hydroxy-2-naphthoic acid (92-70-6) + phenol (108-95-2,27073-41-2) → phenyl 2-hydroxy-3-naphthoate (7260-11-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1002/anie.202015001

Reference yield: 91.0%

phenyl 2-hydroxy-3-naphthoate (7260-11-9) → diphenyl 2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylate

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; (R)-1,1'-binaphthyl-2,2'-diamine; copper(l) chloride; In dichloromethane; at 20 ℃; for 72h; enantioselective reaction;

DOI:10.1002/adsc.201300513

Reference yield: 85.0%

phenyl 2-hydroxy-3-naphthoate (7260-11-9) + 3-((2-methylbenzyl)oxy)naphthalen-2-ol → phenyl 2,2'-dihydroxy-3'-((2-methylbenzyl)oxy)-[1,1'-binaphthalene]-3-carboxylate

Guidance literature:

With C₁₇H₂₀N₂O; isopropyl alcohol; copper(I) bromide; at 20 ℃; for 33h; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.201903435

upstream raw materials:

3-Hydroxy-2-naphthoic acid

phenol

Downstream raw materials:

3-acetoxy-[2]naphthoic acid phenyl ester

diphenyl 2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxylate

7,7'-dimethoxy-1,1'-binaphthalene-2,2'-diol

3,3'-dimethoxy-1,1'-binaphthyl-2,2'-diol

Refernces

• 1、 Ding, Decai,Wang, chuan,Yang, feiyan. "Nickel-Catalyzed Directed Cross-Electrophile Coupling of Phenolic Esters with Alkyl Bromides". supporting information. p. 9203 - 9209. Retrieved 2020/12/22.