H₂C H3C. AXE OCH 3 CH3 H3CO Aldehydes and ketones react reversibly with two equivalents of alcohol in the presence of an acid catalyst to give acetals. Alcohols are poor nucleophiles, and so protonation of the carbonyl oxygen is used to make the carbonyl carbon a stronger electrophile. Addition of the first equivalent of alcohol gives a hemiacetal, a hydroxyether. Addition of the second equivalent of alcohol is accompanied by loss of water to yield the product acetal. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H 2 CH₂OH HCI catalyst CH3 H₂O H₂C H3CQ OCH3 CH3 H3CO OCH3 H₂C. CH3 H3O*: 45
H₂C H3C. AXE OCH 3 CH3 H3CO Aldehydes and ketones react reversibly with two equivalents of alcohol in the presence of an acid catalyst to give acetals. Alcohols are poor nucleophiles, and so protonation of the carbonyl oxygen is used to make the carbonyl carbon a stronger electrophile. Addition of the first equivalent of alcohol gives a hemiacetal, a hydroxyether. Addition of the second equivalent of alcohol is accompanied by loss of water to yield the product acetal. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H 2 CH₂OH HCI catalyst CH3 H₂O H₂C H3CQ OCH3 CH3 H3CO OCH3 H₂C. CH3 H3O*: 45
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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Question
![H3C-
H3C.
OCH 3
H3CO
CH3
H
Aldehydes and ketones react reversibly with two equivalents of alcohol in the presence of an acid catalyst to give acetals. Alcohols are poor nucleophiles, and so protonation of the carbonyl oxygen is
used to make the carbonyl carbon a stronger electrophile. Addition of the first equivalent of alcohol gives a hemiacetal, a hydroxyether. Addition of the second equivalent of alcohol is accompanied by
loss of water to yield the product acetal.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
NA
2 CH₂OH
HCI catalyst
CH3 HỘ
H3CQ
H3C-
H3CO
CH3
H3C.
OCH3
CH3
H₂O*:
45](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F98300f68-cb9e-4c94-97bf-c558b3a74855%2F04a399af-d779-4055-8c39-271cdeb97b27%2F1jhdva_processed.jpeg&w=3840&q=75)
Transcribed Image Text:H3C-
H3C.
OCH 3
H3CO
CH3
H
Aldehydes and ketones react reversibly with two equivalents of alcohol in the presence of an acid catalyst to give acetals. Alcohols are poor nucleophiles, and so protonation of the carbonyl oxygen is
used to make the carbonyl carbon a stronger electrophile. Addition of the first equivalent of alcohol gives a hemiacetal, a hydroxyether. Addition of the second equivalent of alcohol is accompanied by
loss of water to yield the product acetal.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
NA
2 CH₂OH
HCI catalyst
CH3 HỘ
H3CQ
H3C-
H3CO
CH3
H3C.
OCH3
CH3
H₂O*:
45
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