Hydrogen Peroxide → 1-Naphthol

HRID 904752Notes

Reaction equation

HRID 904752 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH:11]O>>[C:9]1([OH:11])[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1.[CH:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][C:8]=1[OH:11]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 931Naphthalene

Product 2

HCID 70051-NaphtholYield 25.3%HCID 86632-NaphtholYield 0.4%

Procedure

Using convenient anhydrous hydrogen fluoride-pyridine complex as the acidic reaction medium at atmospheric pressure and at ambient temperature, the reaction of naphthalene with a molar excess of hydrogen peroxide at 10° to 20° C. gave 25.3% α-naphthol with 0.4% β-naphthol, 9.5% dihydroxynaphthalenes, and 1.2% higher molecular weight polymeric materials were formed with 47% naphthalene recovered unchanged. The yield of α-naphthol is 47%, with an isomeric purity of 98.4%.

Sources & evidence

ORD record
ord-6dc9062db56840c980c9db8ab40a78b9
Source dataset
uspto-grants-1983_12
Patent number
US04419528

Reaction notes

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