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how does changing the solvent from ethanol to N,N-dimenthylformamide (DMF) in th

ID: 577727 • Letter: H

Question

how does changing the solvent from ethanol to N,N-dimenthylformamide (DMF) in the reaction of sodium ethoxide with chloromethylcyclopentane affect the products formed 1. How does changing the solvent from ethanol to N,N-dimethylformamide (DMF) in the action of sodium ethoxide with the chloromethylcyclopentane affect the products formed NaOCH2CHa Cl OCH2CH A. the anion is less solvated so more ether forms B. the anion is less solvated so more alkene forms C. the anion is more solvated so more ether forms D. the anion is more solvated so more alkene forms E. the change in solvent will have little effect on the mixture of products

Explanation / Answer

DMF is polar aprotic sovent

In polar aprotic solvents , SN2 is favoured over E2 reaction

So here

NaOCH2CH3 ---> Na+ + CH3CH2O-

The anion is less solvated in polar aprotic solvents so more ether forms

Answer is A