Naphthol AS-OL

Base Information

• Chemical Name: Naphthol AS-OL
• CAS No.: 135-62-6
• Deprecated CAS: 12235-63-1
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• Hs Code.: 2924299090
• European Community (EC) Number: 205-206-6
• NSC Number: 50680
• UNII: G9HI0D9DPC
• DSSTox Substance ID: DTXSID6038877
• Nikkaji Number: J5.609J
• Wikidata: Q72484914
• ChEMBL ID: CHEMBL2094499
• Mol file: 135-62-6.mol

Synonyms:3-hydroxy-2-naphthoic acid o-aniside;3-hydroxy-2-naphthoic acid o-aniside monosodium salt

Chemical Property of Naphthol AS-OL

Chemical Property:

• Vapor Pressure: 8.59E-08mmHg at 25°C
• Melting Point: 161-164 °C(lit.)
• Boiling Point: 424.1 °C at 760 mmHg
• PKA: 8.74±0.40(Predicted)
• Flash Point: 210.3 °C
• PSA: 58.56000
• Density: 1.304 g/cm³
• LogP: 3.87930
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 293.10519334
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-2''-methoxy-2-naphthanilide ^*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

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC(=O)C2=CC3=CC=CC=C3C=C2O

Technology Process of Naphthol AS-OL

There total 6 articles about Naphthol AS-OL 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: 95.4%

3-hydroxy-2-naphthoyl chloride (1734-00-5) + 2-methoxy-phenylamine (90-04-0) → Naphthol AS-OL (135-62-6)

Guidance literature:

In chlorobenzene; at 130 ℃; for 0.0166667h; Temperature;

Reference yield: 80.0%

2-methoxy-phenylamine (90-04-0) + 3-Hydroxy-2-naphthoic acid (92-70-6) → Naphthol AS-OL (135-62-6)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; at 100 - 130 ℃; for 0.75h; Microwave irradiation;

DOI:10.3390/molecules18077977

Reference yield:

2-amino-phenol (95-55-6) → Naphthol AS-OL (135-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / acetonitrile / 24 h / 20 °C

2: trichlorophosphate / chlorobenzene / 0.25 h / Microwave irradiation

With sodium hydride; trichlorophosphate; In chlorobenzene; acetonitrile;

DOI:10.3390/molecules23071635

upstream raw materials:

2-methoxy-phenylamine

3-Hydroxy-2-naphthoic acid

1-isothiocyanato-2-methoxybenzene

2-amino-phenol

Downstream raw materials:

8,13-dioxo-8,13-dihydro-dinaphtho[2,1-b;2',3'-d]furan-6-carboxylic acid o-anisidide

3-hydroxy-4-(3-nitro-phenylazo)-[2]naphthoic acid-(5-chloromethyl-2-methoxy-anilide)

4-(2,5-dichloro-phenylazo)-3-(3-sulfo-benzoyloxy)-[2]naphthoic acid-[N-(3-sulfo-benzoyl)-o-anisidide]