4-bromonaphthalen-2-ol Chemical Properties

Melting point:

122 °C

Boiling point:

346.8±15.0 °C(Predicted)

Density 

1.614±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

8.76±0.40(Predicted)

color 

White to off-white

InChI

InChI=1S/C10H7BrO/c11-10-6-8(12)5-7-3-1-2-4-9(7)10/h1-6,12H

InChIKey

PQNQMYMGUXGWTG-UHFFFAOYSA-N

SMILES

C1=C2C(C=CC=C2)=C(Br)C=C1O

Safety Information

HS Code 

2906290090

4-bromonaphthalen-2-ol Usage And Synthesis

Uses

4-Bromo-2-naphthalenol is used as a reactant in the preparation of pyrazoles as inhibitors of macrophage migration inhibitory factor.

Synthesis

4-Bromonaphthalen-2-ol is synthesized from naphthalen-1-amine in three steps. Step A: Naphthalen-1-amine reacts with Br2 in AcOH to give 2,4-dibromonaphthalen-1-amine. Step B: This product is diazotized with NaNO2 in AcOH/propionic acid at low temperature to yield 4-bromo-1-diazo-naphthalen-2-ol. Step C: This diazo compound is reduced with NaBH4 in EtOH. Work-up followed by purification via column chromatography and reversed-phase HPLC gives 4-bromonaphthalen-2-ol.

4-bromonaphthalen-2-ol(5498-31-7)Related Product Information

• 2,7-Dihydroxynaphthalene
• 6-AMINO-1-NAPHTHOL
• 1-Naphthalenol,3-amino-(9CI)
• 7-AMINONAPHTHALEN-1-OL HYDROCHLORIDE
• 5-bromonaphthalen-2-ol