Draw the mechanism for the conversion of propanedial (see Problem 7.43) in its keto form to its enol form under basic and acidic conditions. Do the same for the conversion from the enol form to the keto form. Recall from Section 7.9 that most ketones and aldehydes exist primarily in their keto form,as shown in Table 7-1. Propanedial, however, exists primarily (>99%) in its enol form.Explain why. Hint: Examine its structure in the enol form.HH.Propanedial

The given compound is propanedial, and it is in keto form as shown below:

Recall from Section 7.9 that most ketones and aldehydes exist primarily in their keto form, as shown in Table 7-1. Propanedial, however, exists primarily (>99%) in its enol form. Explain why. Hint: Examine its structure in the enol form. H H. Propanedial

Recall from Section 7.9 that most ketones and aldehydes exist primarily in their keto form, as shown in Table 7-1. Propanedial, however, exists primarily (>99%) in its enol form. Explain why. Hint: Examine its structure in the enol form. H H. Propanedial

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 7E

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

Draw the mechanism for the conversion of propanedial (see Problem 7.43) in its keto form to its enol form under basic and acidic conditions. Do the same for the conversion from the enol form to the keto form.

Recall from Section 7.9 that most ketones and aldehydes exist primarily in their keto form,
as shown in Table 7-1. Propanedial, however, exists primarily (>99%) in its enol form.
Explain why. Hint: Examine its structure in the enol form.
H
H.
Propanedial

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