2-Bromodibenzofuran Chemical Properties

Melting point:

121-122℃

Boiling point:

344℃

Density 

1.577

refractive index 

1.5290 (estimate)

Flash point:

162℃

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in hot methanol.

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C12H7BrO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H

InChIKey

CRJISNQTZDMKQD-UHFFFAOYSA-N

SMILES

O1C2=CC=CC=C2C2=CC(Br)=CC=C12

Safety Information

Risk Statements 

22-36-53

Safety Statements 

26-36-60-61

HS Code 

29329990

2-Bromodibenzofuran Usage And Synthesis

Description

2-Bromo-dibenzofuran is the bromo modified form of dibenzofuran, an aromatic compound consisting two benzene rings fused to a central furan ring. It can be used as a reagent in Friedel-Crafts acylation reactions.

Chemical Properties

off-white powder

Uses

2-Bromodibenzofuran is used as a reagent in Friedel-Crafts acylation reactions.

Synthesis

General procedure for the synthesis of 2-bromodibenzo[b,d]furan from dibenzofuran: Under argon protection, dibenzofuran (3.36 g, 20 mmol), N-bromosuccinimide (NBS, 3.92 g, 22 mmol), zirconium chloride (ZrCl4, 0.10 g, 0.44 mmol) and N,N-dimethylformamide (DMF, 40 mL) were added to a 100 mL Schlenk flask equipped with a magnetic stirrer. The reaction mixture was stirred at 70 °C for 18 hours. Upon completion of the reaction, the reaction solution was slowly poured into water (200 mL) to precipitate solids and the suspension was continued to be stirred for 30 minutes. The solids were collected by filtration and the filter cake was washed with hot water (100 mL, 90 °C). The solid on the filter paper was recovered and dried to give 4.1 g of 2-bromodibenzo[b,d]furan in 83% yield.

References

[1] Patent: JP2016/175849, 2016, A. Location in patent: Paragraph 0144
[2] Patent: JP2015/205860, 2015, A. Location in patent: Paragraph 0130-0131
[3] Journal of Organic Chemistry, 1997, vol. 62, # 5, p. 1348 - 1355
[4] Patent: KR2015/133998, 2015, A. Location in patent: Paragraph 0126-0129
[5] Patent: JP2018/90561, 2018, A. Location in patent: Paragraph 0075

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