3-Bromo-5-methylphenol Chemical Properties

Melting point:

61-62℃

Boiling point:

249℃

Density 

1.554

refractive index 

1.5772 (estimate)

Flash point:

105℃

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

9.11±0.10(Predicted)

form 

Solid

color 

Very Dark Red

InChI

InChI=1S/C7H7BrO/c1-5-2-6(8)4-7(9)3-5/h2-4,9H,1H3

InChIKey

OTUYBYTUBWJBLO-UHFFFAOYSA-N

SMILES

C1(O)=CC(C)=CC(Br)=C1

Safety Information

HS Code 

2908190090

3-Bromo-5-methylphenol Usage And Synthesis

Chemical Properties

White Solid

Uses

3-Bromo-5-methylphenol is a useful raw material for organic synthesis and pharmaceuticals.

Synthesis

In a three-necked flask equipped with a mechanical stirrer, (3-bromo-5-methylphenyl)boronic acid (15.0 g, 69.8 mmol) was dissolved in an aqueous solution (100 mL) of potassium hydroxide (11.8 g, 209.4 mmol). A 30% hydrogen peroxide solution (57.0 mL) was added slowly and dropwise at room temperature and the reaction lasted for 20 min. Upon completion of the reaction, the pH of the reaction solution was adjusted with 2 mol/L dilute hydrochloric acid to 7. Subsequently, extraction was performed with dichloromethane (50 mL × 3), and the organic phases were combined and dried over anhydrous sodium sulfate. After filtration to remove the desiccant, the solvent was removed by distillation under reduced pressure to afford 3-bromo-5-methylphenol as an oily liquid (11.3 g, 86.5% yield).

References

[1] Patent: CN107501132, 2017, A. Location in patent: Paragraph 0016-0018; 0031-0033; 0046-0048; 0061-0063