Identification | Back Directory | [Name]
2-(3-bromothiophen-2-yl)ethanol | [CAS]
141811-49-6 | [Synonyms]
2-Thiopheneethanol, 3-bromo- 2-(3-bromothiophen-2-yl)ethanol 2-(3-bromothiophen-2-yl)ethan-1-ol 3-bromo-2-(2-hydroxyethyl)thiophene | [Molecular Formula]
C6H7BrOS | [MDL Number]
MFCD19622822 | [MOL File]
141811-49-6.mol | [Molecular Weight]
207.09 |
Chemical Properties | Back Directory | [Boiling point ]
270.3±25.0 °C(Predicted) | [density ]
1.651±0.06 g/cm3(Predicted) | [pka]
14.39±0.10(Predicted) | [InChI]
InChI=1S/C6H7BrOS/c7-5-2-4-9-6(5)1-3-8/h2,4,8H,1,3H2 | [InChIKey]
KCZAFTAJOFCEPQ-UHFFFAOYSA-N | [SMILES]
C1(CCO)SC=CC=1Br |
Hazard Information | Back Directory | [Description]
2-(3-Bromothiophen-2-yl)ethanol, also known as 2-(3-bromothiophen-2-yl)ethanol, is an organic compound with the chemical formula C6H5BrSCH2CH2OH. It is a colorless liquid with a strong sulfur-like odor. It is used in various scientific research applications, including in the synthesis of pharmaceuticals, as a reagent in organic synthesis, and as a catalyst for cyclization reactions. It is also used as a corrosion inhibitor in the petroleum industry. | [Uses]
2-(3-Bromothiophen-2-yl)ethan-1-ol is a useful reagent in the copper halide catalyzed synthesis of alkyl aryl and alkyl heteroaryl ethers. | [Synthesis]
A solution of ethyl 2-(3-bromothiophen-2-yl)acetate (4.40 g) in tetrahydrofuran (88.5 mL) was cooled to 0° C under a nitrogen gas atmosphere, lithium aluminum hydride (672 mg) was added to the solution, and the mixture was stirred for 0.6 h. Ice water, 1 mol/L hydrochloric acid, and ethyl acetate were added to the reaction mixture, and the resulting mixture was stirred. Then, the organic layer was successively washed with 1 mol/L hydrochloric acid, saturated aqueous sodium hydrogen carbonate, and saturated brine and dried. The solvent was evaporated under reduced pressure, and the resulting residue was purified by column chromatography (hexane/ethyl acetate) to obtain 2-(3-bromothiophen-2-yl)ethanol.
|
|
|