ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
Question
Book Icon
Chapter 21, Problem 33P
Interpretation Introduction

Interpretation:

The species that account for 81% in the given aqueous acid that also contains 17% of (C6H5)2CHCH=O as the aldehyde and 2% of the enol is to be identified and the 97% of (C6H5)2CHCH=O species that is present as a species different from previous species in aqueous base is to be identified.

Concept introduction:

Aldehydes and ketones contain carbonyl (C=O) functional group in their parent chain. The carbonyl oxygen of aldehydes and ketones is weakly basic that reacts with protons.

Enol refers to an intermediate structure that consists of an alkene group connected with a hydroxyl group at one end of its double bond.

Blurred answer
Students have asked these similar questions
If the following compound were treated with excess NaOH followed by an excess of D2O,what would be the structure of the new product formed?
Explain how benzaldehyde and dimedone reacts with each other, and then with the aminotriazole to form compound 1a in the presence of an acid catalyst. Provide a detailed reaction mechanism. During the development of the optimized procedure for the experiment, it was found out that compound 1b can also be produced from the same set of starting materials. Propose a detailed reaction mechanism for the formation of 1b. Explain your answer.  What factor/s may drive the formation of 1b over 1a?
Compelling evidence for the existence of a tetrahedral intermediate in nucleophilic acyl substitution was obtained in a series of elegant experiments carried out by Myron Bender in 1951. The key experiment was the reaction of aqueous −OH with ethyl benzoate (C6H5COOCH2CH3) labeled at the carbonyl oxygen with 18O. Bender did not allow the hydrolysis to go to completion, and then examined the presence of a label in the recovered starting material. He found that some of the recovered ethyl benzoate no longer contained a label at the carbonyl oxygen. With reference to the accepted mechanism of nucleophilic acyl substitution, explain how this provides evidence for a tetrahedral intermediate.

Chapter 21 Solutions

ORGANIC CHEMISTRY-PACKAGE >CUSTOM<

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning