| Identification | Back Directory | [Name]
1,1-Dibromo-2-ethoxycyclopropane | [CAS]
55249-20-2 | [Synonyms]
1,1-Dibromo-2-ethoxycyclopropane
Cyclopropane, 1,1-dibromo-2-ethoxy- | [Molecular Formula]
C5H8Br2O | [MOL File]
55249-20-2.mol | [Molecular Weight]
243.92 |
| Hazard Information | Back Directory | [Uses]
1,1-Dibromo-2-ethoxycyclopropane is used as a cyclopropyllithium reagent; cyclopropene precursor. | [Synthesis]
1,1-Dibromo-2-ethoxycyclopropane's synthesis: to a mixture of ethoxyethylene (1 equiv), n-Bu3N (0.024 equiv), and CHBr3 (1.5 equiv), is added aq. NaOH solution (50%, 6.25 equiv of NaOH) at rt. The reaction mixture is stirred for 48 h and poured into water and extracted with Et2O. The organic phase is washed with water, dried over anhydrous Na2SO4, filtered and concentrated using a rotary evaporator at 25 °C/60 mmHg. The residue is distilled at 25 °C/0.2 mmHg and further purified by silica gel column chromatography (petroleum ether/CH2Cl2 = 4:1) to give pure 1,1-dibromo-2-ethoxycyclopropane (1) (eq 1).1
| [Purification Methods]
1,1-Dibromo-2-ethoxycyclopropane is purified by distillation followed by silica gel column chromatography.
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