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Can you explain the mechanism? And can you give any shortcut to use on tbe test

Can you explain the mechanism? And can you give any shortcut to use on tbe test

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Can you explain the mechanism? And can you give any shortcut to use on tbe test

Cyclic Acetals are Useful Protecting Groups in Syntheric Organic Chemistry: Ethlene glycol/1,2-ethane diol form CYCLIC ACETALS with CARBONYL group under acidic conditions (reversible process). C acetals are stable under basic conditions. Cylic acetals open up under acidic conditions. } O: cyclohexanone example: O H* catalyst O ? H :00 ОН 4-oxo-pentanal (aldehyde-more reactive than ketone) HO OH weak nucleophile Show the mechasim for hydrolysis! O 4-hydroxypentanal ОН O H - ОН H* transfer This can be hydrolyzed back to cyclohexanone and ethylene glycol O H₂O* 0+ (Hydrolysis) -0 OH 2 HO H* COH₂ OH -H₂O -OH O (i) NaBH4 (ii) H₂O (Reduction) -H* HO + H cyclic acetal; aldehyde protected
Transcribed Image Text:Cyclic Acetals are Useful Protecting Groups in Syntheric Organic Chemistry: Ethlene glycol/1,2-ethane diol form CYCLIC ACETALS with CARBONYL group under acidic conditions (reversible process). C acetals are stable under basic conditions. Cylic acetals open up under acidic conditions. } O: cyclohexanone example: O H* catalyst O ? H :00 ОН 4-oxo-pentanal (aldehyde-more reactive than ketone) HO OH weak nucleophile Show the mechasim for hydrolysis! O 4-hydroxypentanal ОН O H - ОН H* transfer This can be hydrolyzed back to cyclohexanone and ethylene glycol O H₂O* 0+ (Hydrolysis) -0 OH 2 HO H* COH₂ OH -H₂O -OH O (i) NaBH4 (ii) H₂O (Reduction) -H* HO + H cyclic acetal; aldehyde protected
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