3-Hydroxy-4-(phenylazo)-2-naphthoic acid

Base Information

• Chemical Name: 3-Hydroxy-4-(phenylazo)-2-naphthoic acid
• CAS No.: 27757-79-5
• Molecular Formula: C17H12 N2 O3
• Molecular Weight: 292.294
• Hs Code.: 2927000090
• European Community (EC) Number: 248-638-0
• NSC Number: 11713
• DSSTox Substance ID: DTXSID8091538
• Nikkaji Number: J32.185K
• ChEMBL ID: CHEMBL1976469
• Mol file: 27757-79-5.mol

Synonyms:1-phenylazo-2-hydroxy-3-naphthoic acid, calcium salt;Brilliant Lake Red R;Brilliant Lake Red R, barium salt (2:1);Brilliant Lake Red R, calcium salt (2:1);C.I. 15800;D.C. Red No. 31;Pigment Red 64;R-219

Chemical Property of 3-Hydroxy-4-(phenylazo)-2-naphthoic acid

Chemical Property:

• Vapor Pressure: 3.16E-10mmHg at 25°C
• Melting Point: >275 °C
• Boiling Point: 485.2°Cat760mmHg
• PKA: 2.67±0.30(Predicted)
• Flash Point: 247.2°C
• PSA: 82.25000
• Density: 1.31g/cm³
• LogP: 4.65900
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 292.08479225
• Heavy Atom Count: 22
• Complexity: 420

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)N=NC2=C(C(=CC3=CC=CC=C32)C(=O)O)O

Technology Process of 3-Hydroxy-4-(phenylazo)-2-naphthoic acid

There total 8 articles about 3-Hydroxy-4-(phenylazo)-2-naphthoic 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:

benzene diazonium chloride (100-34-5) + 3-Hydroxy-2-naphthoic acid (92-70-6) → 3-hydroxy-4-phenylazo-[2]naphthoic acid (27757-79-5)

Guidance literature:

in alkal. Loesung;

Reference yield:

3-Hydroxy-2-naphthoic acid (92-70-6) → 3-hydroxy-4-phenylazo-[2]naphthoic acid (27757-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: nitrobenzene; chlorosulfonic acid / 20 - 45 °C

2: in alkal. Loesung

With chlorosulfonic acid; nitrobenzene;

Reference yield:

N-nitrosoacetanilide (938-81-8) + 3-Hydroxy-2-naphthoic acid (92-70-6) → 3-hydroxy-4-phenylazo-[2]naphthoic acid (27757-79-5)

Guidance literature:

With pyridine;

upstream raw materials:

benzenediazonium

1-sulfo-2-hydroxy-3-naphthoic acid

N-nitrosoacetanilide

3-Hydroxy-2-naphthoic acid

Downstream raw materials:

4-amino-3-hydroxy-[2]naphthoic acid

Refernces