1446-34-0

Basic information

• Product Name: 4,4'-Bi[1-naphthol]
• Synonyms: 1,1'-Binaphthalene-4,4'-diol;4,4'-Bi(1-naphthol);4,4'-Bi[1-naphthol];4,4'-Dihydroxy-1,1'-binaphthalene
• CAS NO: 1446-34-0
• Molecular Formula: C₂₀H₁₄O₂
• Molecular Weight: 0
• Mol File: 1446-34-0.mol

Chemical Properties

• Melting Point: 300°C
• Boiling Point: 388.69°C (rough estimate)
• Appearance: /
• Density: 1.1197 (rough estimate)
• Refractive Index: 1.6440 (estimate)
• CAS DataBase Reference: 4,4'-Bi[1-naphthol](CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Bi[1-naphthol](1446-34-0)
• EPA Substance Registry System: 4,4'-Bi[1-naphthol](1446-34-0)

Safety Data

• Hazardous Substances Data: 1446-34-0(Hazardous Substances Data)

Upstream product

• 90-15-3 α-naphthol 
• 7732-18-5 water 
• 7705-08-0 iron(III) chloride 
• 135-19-3 β-naphthol 
• 64-19-7 acetic acid 

Downstream Products

• 5796-93-0 perylene-3,10-dione 
• 5796-90-7 perylene-3,10-diol 
• 198-55-0 PERYLENE 
• 1342798-83-7 2,2'-bis(3'-carboxy-4'-hydroxyphenylazo)-α-dinaphthol 
• 55655-30-6 4,4'-Dihydroxy-1,1'-binaphthylacetat 
• 90-15-3 α-naphthol 

Relevant articles and documents

Multiple oxo-vanadium schiff base containing cyclotriphosphazene as a robust heterogeneous catalyst for regioselective oxidation of naphthols and phenols to quinones

Grafting of multiple oxo-vanadium Schiff base moieties to cyclotriphosphazene provided an efficient and recyclable heterogeneous catalyst for the regioselective oxidation of naphthols and phenols to quinones by using tbutylhydroperoxide as oxidant. One of the main advantages of the developed catalyst was the presence of multiple oxovanadium moieties in close proximity which made the developed catalyst more active as compared to its homogeneous oxo-vanadium Schiff base. After the reaction, the catalyst was easily recovered from the reaction mixture by simple filtration and reused for five runs without loss in activity.

SnCl4-mediated oxidative biaryl coupling reaction of 1-naphthol and subsequent ring closure of 2,2′-binaphthol to the dinaphthofuran framework

A simple method for the direct synthesis of 2,2′-binaphthols 2 and dinaphtho[1,2-b;2′,1′-d]furans 3 under mild conditions was developed, utilizing a biaryl coupling reaction via electron donor-acceptor complexes of 1-naphthols with SnCl4. Heating of the complex in a sealed tube for (18-24 h) afforded the corresponding o-o coupled product 2 in excellent yield. Prolonged reaction (56-65 h) under the same conditions afforded 3 in high yield in one step. We also found that in the case of α-naphthol without substituents other than a hydroxyl group at the C-1 position, regioselective o-o coupling reaction proceeded. The products 2a, 2b and 2g should be useful as synthetic intermediates for naturally occurring 3,3′-bijuglone, 3,3′-biplumbagin and elliptinone.

Electrocatalytic Oxidative Coupling Reaction of Naphthols and Naphthol Ethers on a TEMPO Modified Graphite Felt Electrode

2-Naphthol and 2-methoxynaphthalene were quantitatively oxidized to the corresponding 1,1'-binaphthyls in more than 90percent current efficiency on a graphite felt electrode coated with a thin poly(acrylic acid) layer immobilizing 4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl (4-amino-TEMPO). 1-Naphthol and 1-methoxynaphthalene were also completely converted to the predicted 1,1'-, 1,2'-, and 2,2'- positioned coupling products.The reaction proceeds via electrocatalytic oxidation of the modified-TEMPO species.The electrode was not inactivated during electrolysis and could be used repeatedly.