Identification | More | [Name]
2-(2-BROMOACETYL)THIOPHENE | [CAS]
10531-41-6 | [Synonyms]
2-(2-BROMOACETYL)THIOPHENE 2-BROMO-1-(2-THIENYL)-1-ETHANONE TIMTEC-BB SBB005904 2-(2-Bromoethyl)Thiophene98% Ethanone, 2-bromo-1-(2-thienyl)-(9CI) 2-(2-Bromoacetyl)thiophene97% 2-bromo-1-(2-thienyl)ethanone Ethanone, 2-bromo-1-(2-thienyl)- | [Molecular Formula]
C6H5BrOS | [MDL Number]
MFCD02677721 | [Molecular Weight]
205.07 | [MOL File]
10531-41-6.mol |
Safety Data | Back Directory | [Hazard Codes ]
C,T | [Risk Statements ]
R22:Harmful if swallowed. R34:Causes burns. R43:May cause sensitization by skin contact. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Keep Cold/Toxic/Stench | [HazardClass ]
8 | [HS Code ]
29349990 |
Hazard Information | Back Directory | [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 |
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