A laboratory student added 1-bromobutane to a flask containing dry ether and magnesium
Chapter 12, Problem 12-26(choose chapter or problem)
A laboratory student added 1-bromobutane to a flask containing dry ether and magnesium turnings. An exothermic reaction resulted, and the ether boiled vigorously for several minutes. Then she added acetone to the reaction mixture and the ether boiled even more vigorously. She added dilute acid to the mixture and separated the layers. She evaporated the ether layer, and distilled a liquid that boiled at \(143^{\circ}C\). GC–MS analysis of the distillate showed one major product with a few minor impurities. The mass spectrum of the major product is shown here.
(a) Draw out the reactions that took place and show the product that was formed.
(b) Explain why the molecular ion is or is not visible in the mass spectrum, and show what ions are likely to be responsible for the strong peaks at m/z 59 and 101.
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