2-BROMO-5-BENZOYLTHIOPHENE Chemical Properties

Melting point:

45-46 °C

Boiling point:

361.7±27.0 °C(Predicted)

Density 

1.542±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder to crystal

color 

White to Yellow to Green

CAS DataBase Reference

31161-46-3(CAS DataBase Reference)

Safety Information

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-26-36/37/39

HS Code 

29309090

2-BROMO-5-BENZOYLTHIOPHENE Usage And Synthesis

Chemical Properties

Yellow to brown powder

Synthesis

Aluminum chloride (5.34 g, 40.0 mmol) was added batchwise to a solution of carbon disulfide (120 mL) containing benzoyl chloride (2.81 g, 20.0 mmol) and 2-bromothiophene (3.42 g, 21.0 mmol) over a period of 10 minutes under vigorous stirring. The reaction mixture was continued to be magnetically stirred for 2.5 hours at room temperature. Upon completion of the reaction, the reaction was quenched with 100 mL of aqueous 1 M hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with carbon disulfide (3 x 50 mL). The organic phases were combined and washed with water (3 x 100 mL) and subsequently dried with anhydrous magnesium sulfate. After filtration, the organic phase was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane/ether=9:1) to give 5.14 g (96% yield) of a yellow crystalline product with a melting point of 41-43°C. The product was purified by 1H NMR (1H NMR) with a melting point of 1H NMR (1H NMR). The product was characterized by 1H NMR (CDCl3): δ 7.84 (d, 2H, 3J=8.0 Hz), 7.62 (t, 1H, 3J=7.2 Hz), 7.52 (t, 2H, 3J=7.5 Hz), 7.40 (d, 2H, 3J=3.5 Hz), 7.15 (d, 2H, 3J=4.0 Hz).

References

[1] Journal of the American Chemical Society, 2005, vol. 127, # 39, p. 13476 - 13477
[2] Patent: WO2007/50049, 2007, A1. Location in patent: Page/Page column 27-29
[3] Patent: US5650522, 1997, A
[4] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 5,29
[5] Journal of the American Chemical Society, 1953, vol. 75, p. 1115

2-BROMO-5-BENZOYLTHIOPHENE(31161-46-3)Related Product Information

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• 2-BROMO-5-BENZOYLTHIOPHENE
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