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| | 2-(2-BROMOACETYL)THIOPHENE Basic information |
| | 2-(2-BROMOACETYL)THIOPHENE Chemical Properties |
| Melting point | 29-33 °C(lit.) | | Boiling point | 100-105°C 0,5mm | | density | 1.62 | | Fp | >230 °F | | storage temp. | -20°C | | form | crystalline needles | | color | Off white/cream | | Sensitive | Stench | | InChI | 1S/C6H5BrOS/c7-4-5(8)6-2-1-3-9-6/h1-3H,4H2 | | InChIKey | UHWNENCHFSDZQP-UHFFFAOYSA-N | | SMILES | BrCC(=O)c1cccs1 | | CAS DataBase Reference | 10531-41-6(CAS DataBase Reference) |
| 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 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1 |
| | 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 Preparation Products And Raw materials |
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