4. Hemiacetals are the product of a reaction between an aldehyde and one equivalent of alcohol. Similarly, hemiketals form by a reaction between a ketone and one equivalent of alcohol. The reaction can be either inter- or intramolecular. The general structures are: 4.1 Complete the following reaction with the corresponding Hemiacetal/Hemiketal. O H3C H OH olanlarson CH3 + H3C H + OH CH3CH₂OH H + CH3OH CH₂OCH3 4.2 Identify the aldehyde and alcohol that will form the following products. OH HOR¹ R hemiacetal هم H3C HO OH R3 OH OR¹ 4.3 Write a complete arrow-pushing mechanism for the following hemiacetal formation under acid- catalyzed conditions. Use H-A to represent the acid catalyst. R hemiketal ܐ ܗ ܙ ܗ >
4. Hemiacetals are the product of a reaction between an aldehyde and one equivalent of alcohol. Similarly, hemiketals form by a reaction between a ketone and one equivalent of alcohol. The reaction can be either inter- or intramolecular. The general structures are: 4.1 Complete the following reaction with the corresponding Hemiacetal/Hemiketal. O H3C H OH olanlarson CH3 + H3C H + OH CH3CH₂OH H + CH3OH CH₂OCH3 4.2 Identify the aldehyde and alcohol that will form the following products. OH HOR¹ R hemiacetal هم H3C HO OH R3 OH OR¹ 4.3 Write a complete arrow-pushing mechanism for the following hemiacetal formation under acid- catalyzed conditions. Use H-A to represent the acid catalyst. R hemiketal ܐ ܗ ܙ ܗ >
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.26P: The compound eutypine is an antibacterial agent isolated from the fungus Eutypa lata. This fungus...
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![4. Hemiacetals are the product of a reaction between an
aldehyde and one equivalent of alcohol. Similarly, hemiketals
form by a reaction between a ketone and one equivalent of
alcohol. The reaction can be either inter- or intramolecular.
The general structures are:
4.1 Complete the following reaction with the corresponding Hemiacetal/Hemiketal.
H3C H
OH
H
+
CH 3
OH
CH3CH₂OH
+
+ CH3OH
H₂C CH₂OCH3
H
H
OH
4.2 Identify the aldehyde and alcohol that will form the following products.
OR¹
R
hemiacetal
H3C OH
HO
OH
R3:
R
hemiketal
4.3 Write a complete arrow-pushing mechanism for the following hemiacetal formation under acid-
catalyzed conditions. Use H-A to represent the acid catalyst.
OR¹
>
5
>](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F0fcb0af8-b750-4635-b3ee-2f0c31e9ebdb%2F2cedaa2e-68f8-4b64-871b-1f258deebcd4%2Fpenrxx_processed.jpeg&w=3840&q=75)
Transcribed Image Text:4. Hemiacetals are the product of a reaction between an
aldehyde and one equivalent of alcohol. Similarly, hemiketals
form by a reaction between a ketone and one equivalent of
alcohol. The reaction can be either inter- or intramolecular.
The general structures are:
4.1 Complete the following reaction with the corresponding Hemiacetal/Hemiketal.
H3C H
OH
H
+
CH 3
OH
CH3CH₂OH
+
+ CH3OH
H₂C CH₂OCH3
H
H
OH
4.2 Identify the aldehyde and alcohol that will form the following products.
OR¹
R
hemiacetal
H3C OH
HO
OH
R3:
R
hemiketal
4.3 Write a complete arrow-pushing mechanism for the following hemiacetal formation under acid-
catalyzed conditions. Use H-A to represent the acid catalyst.
OR¹
>
5
>
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