1-Phenylazo-2,6-dihydroxynaphthalene

Base Information

• Chemical Name: 1-Phenylazo-2,6-dihydroxynaphthalene
• CAS No.: 115440-09-0
• Molecular Formula: C₁₆H₁₂N₂O₂
• Molecular Weight: 264.283
• DSSTox Substance ID: DTXSID30921734
• Nikkaji Number: J1.241.667I
• Wikidata: Q82894758
• Mol file: 115440-09-0.mol

Synonyms:1-Phenylazo-2,6-dihydroxynaphthalene;115440-09-0;6-OH-Sudan I;1-(2-phenylhydrazinyl)naphthalene-2,6-dione;DTXSID30921734;1-(phenylazo)-naphthalene-2,6-diol;C20280

Chemical Property of 1-Phenylazo-2,6-dihydroxynaphthalene

Chemical Property:

• Vapor Pressure: 1.18E-07mmHg at 25°C
• Boiling Point: 431.6°Cat760mmHg
• Flash Point: 168.5°C
• PSA: 58.20000
• Density: 1.32g/cm³
• LogP: 2.52530
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

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=C2C=CC(=C3)O)O

Technology Process of 1-Phenylazo-2,6-dihydroxynaphthalene

There total 4 articles about 1-Phenylazo-2,6-dihydroxynaphthalene 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:

Sudan I (842-07-9) → benzenediazonium (2684-02-8) + 1-phenylazo-2,6-dihydroxynaphthalene (115440-09-0) + 1-(4-hydroxyphenylazo)-2,6-dihydroxynaphthalene + 1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol (14934-27-1,99366-01-5,99366-05-9)

Guidance literature:

With glucose-6-phosphate dehydrogenase; α-D-glucose 6-phosphate; cytochrome P-450 and NADPH-cytochrome P-450 reductase from tulip bulbs; 1,2-dilauroylphosphatidylcholine; NADPH; magnesium chloride; In methanol; at 37 ℃; for 1h; Product distribution; cytochrome P-450 from tulip bulbs (Tulipa fosteriana L_.) catalyzed oxidation of azo dye Sudan I; 14C-labeling study;

DOI:10.1135/cccc19961689

Reference yield:

2.6-dihydroxynaphthalene (581-43-1) + phenol (108-95-2,27073-41-2) → 1-phenylazo-2,6-dihydroxynaphthalene (115440-09-0)

Guidance literature:

DOI:10.1135/cccc19942727

Reference yield:

2.6-dihydroxynaphthalene (581-43-1) + sodium acetate (127-09-3) + benzene diazonium chloride (100-34-5) → 1-phenylazo-2,6-dihydroxynaphthalene (115440-09-0)

Guidance literature:

upstream raw materials:

2.6-dihydroxynaphthalene

sodium acetate

benzene diazonium chloride

Sudan I

Refernces

• 1、 Stiborova, Marie,Asfaw, Befekadu,Frei, Eva,Schmeiser, Heinz H.,Wiessler, Manfred. "IDENTIFICATION OF 1-(3,4-DIHYDROXYPHENYLAZO)-2-HYDROXYNAPHTHALENE AS THE PRODUCT OF OXIDATION OF 1-PHENYLAZO-2-HYDROXYNAPHTHALENE (SUDAN I, SOLVENT YELLOW 14) BY RAT LIVER MICROSOMES". . p. 2727 - 2733. Retrieved 2007/10/02.