Concept explainers
Interpretation:
The hydrogen bonding possible between G-C base pair when both bases are in their enol form is to be drawn. Comparing this with the hydrogen bonding in the base pair shown in Figure 14-31 and Figure 14-33, which scenario maximizes hydrogen bonding is to be determined.
Concept introduction:
A hydrogen bond is a form of dipole-dipole interaction. It occurs between a hydrogen atom bonded to a highly electronegative atom like N, O, or F and an atom of one of these from another molecule. It is also possible for the two groups to be from the same molecule. H-bond is formed when the electronegative atom from one molecule/group donates its lone pair to the partially positively charged hydrogen-bonded to the electronegative atom.
Compounds containing an enol group – an OH bonded to a carbon double-bonded to another carbon – generally rearrange to the more stable keto form in a process known as tautomerization.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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