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 TABLE 7-1 Relative Percentages of Keto and Enol Forms Tautomerization Reaction Percent Keto Form Percent Enol Form 99.99994% 0.00006% 99.986% 0.014% 99.9999995% 0.0000005% H. 99.9999988% 0.0000012% H H. 99.99996% 0.00004%
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 TABLE 7-1 Relative Percentages of Keto and Enol Forms Tautomerization Reaction Percent Keto Form Percent Enol Form 99.99994% 0.00006% 99.986% 0.014% 99.9999995% 0.0000005% H. 99.9999988% 0.0000012% H H. 99.99996% 0.00004%
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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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