2-(2-BROMOACETYL)THIOPHENE Chemical Properties

Melting point:

29-33 °C(lit.)

Boiling point:

100-105°C 0,5mm

Density 

1.62

Flash point:

>230 °F

storage temp. 

-20°C

form 

crystalline needles

color 

Off white/cream

Sensitive 

Stench

CAS DataBase Reference

10531-41-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,T

Risk Statements 

22-34-43

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Keep Cold/Toxic/Stench

HazardClass 

8

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich

2-(2-BROMOACETYL)THIOPHENE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Synthesis

Example 1.12: Synthesis of 2-bromo-1-(thiophen-2-yl)ethan-1-one. A solution of bromine (2.53 g, 0.82 mL, 0.0158 mol) in dichloromethane (8 mL) was added dropwise to a solution of 2-acetylthiophene (2.0 g, 1.71 mL, 0.0158 mol) in dichloromethane (10 mL). The reaction mixture was stirred at 25 °C for 1 h and subsequently neutralized with saturated aqueous sodium bicarbonate solution. The organic layer was washed with water and dried. After evaporation of the solvent, the solid residue was purified by column chromatography (silica gel, eluent ethyl acetate:n-hexane = 5:95) to afford 2-bromo-1-(thiophen-2-yl)ethan-1-one as an oil (2.60 g, 80% yield). [Note: Alternative preparations of 1-(thiophen-2-yl)ethan-1-one have been reported recently, see: Ostrowski, T.; Golankiewicz, B.; De Clercq, E.; Andrei, G.; Snoeck, R. Synthesis and anti-VZV activity of tricyclic acyclovir and 9-{[cis-1',2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl}guanine analogues as 6-heteroaryl derivatives. eur. J. Med. Chem. 2009, 44, 3313-3317.]

References

[1] Phosphorus and Sulfur and the Related Elements, 1988, vol. 40, p. 243 - 250
[2] Synthetic Communications, 1996, vol. 26, # 6, p. 1083 - 1096
[3] Russian Journal of Organic Chemistry, 2001, vol. 37, # 9, p. 1210 - 1219
[4] ChemMedChem, 2018, vol. 13, # 11, p. 1102 - 1114
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 2013, vol. 188, # 12, p. 1835 - 1844

2-(2-BROMOACETYL)THIOPHENE(10531-41-6)Related Product Information

• 2-BROMO-1-[5-(2-PYRIDINYL)-2-THIENYL]-1-ETHANONE
• 2-BROMO-1-(5-BROMOTHIOPHEN-2-YL)ETHANONE
• 2-(2-BROMOACETYL)THIOPHENE
• 2-BROMO-1-(5-PHENYL-2-THIENYL)-1-ETHANONE
• 2-BROMO-1-(5-CHLORO-3-METHYLBENZO[B]THIOPHEN-2-YL)ETHAN-1-ONE
• 5-(bromoacetyl)thiophene-2-carbonitrile,5-(2-Bromoacetyl)thiophene-2-carbonitrile
• 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE
• 5-(BROMOACETYL)THIOPHENE-2-CARBOXAMIDE
• 2-BROMO-1-(5-CHLORO-3-METHYLBENZO[B]THIOPHEN-2-YL)ETHAN-1-ONE
• 2-BROMO-1-(2-THIENYL)-1-PROPANONE
• 2-BROMO-1-(5-CHLORO-THIOPHEN-2-YL)-ETHANONE
• 2-BROMO-1-(3-CHLORO-2-THIENYL)-1-ETHANONE
• 2-BROMO-1-(3-BROMO-2-THIENYL)-1-ETHANONE
• 2-BROMO-1-(3,5-DIMETHYL-1-BENZOTHIOPHEN-2-YL)-1-ETHANONE
• N-(5-BROMO-6-OXO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHEN-4-YL)-2,2,2-TRIFLUOROACETAMIDE
• 3-BROMO-4-OXO-4-THIEN-2-YLBUTANOIC ACID
• 2,2-DIBROMO-1-THIEN-2-YLETHANONE
• 2,2-DIBROMO-1-(5-BROMO-2-THIENYL)ETHAN-1-ONE