Furfuryl ethyl ether (FEE) was identiied as a component that forms in aged beer, giving ita solvent-like taste U. Agric. Food Chem, 2004, 52, 1661) This ether can be formed fom furfuryl alcnhol (FAL, by either S.1 or S2 mechanisms. CH,CHOH OCH,CH, furtury alcohol (prolonated) furfury ethyl ether FEE) Draw a reasonable mechanism of the SN1 formation of FEE. Explain why it is possible for FALC to undergo a SN1 reaction, even though it would have to form a primary carbocation.

Furfuryl ethyl ether (FEE) was identiied as a component that forms in aged beer, giving ita solvent-like taste U. Agric. Food Chem, 2004, 52, 1661) This ether can be formed fom furfuryl alcnhol (FAL, by either S.1 or S2 mechanisms. CH,CHOH OCH,CH, furtury alcohol (prolonated) furfury ethyl ether FEE) Draw a reasonable mechanism of the SN1 formation of FEE. Explain why it is possible for FALC to undergo a SN1 reaction, even though it would have to form a primary carbocation.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 4E

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