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If the guanine moiety of an acyclovir prodrug is replaced by adenine, the IR spectrum of the new compound will be most easily distinguished because of:A.the lack of a sharp peak at 1700cm-1B.a new doublet stretch at 3300cm-1C.a new shallow stretch at 3600 cm-1D.a new sharp stretch at 2200 cm-1

Question

If the guanine moiety of an acyclovir prodrug is replaced by adenine, the IR spectrum of the new compound will be most easily distinguished because of:A.the lack of a sharp peak at 1700cm-1B.a new doublet stretch at 3300cm-1C.a new shallow stretch at 3600 cm-1D.a new sharp stretch at 2200 cm-1

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Solution

The IR spectrum of a compound provides information about the types of bonds present in the molecule. The different options provided correspond to different types of bonds or functional groups:

A. A sharp peak at 1700 cm-1 is typically indicative of a carbonyl group (C=O). If the guanine moiety (which contains a carbonyl group) of an acyclovir prodrug is replaced by adenine (which does not contain a carbonyl group), this peak would disappear.

B. A doublet stretch at 3300 cm-1 could correspond to N-H bonds, which are present in both guanine and adenine. Therefore, this change would not necessarily distinguish the new compound.

C. A shallow stretch at 3600 cm-1 could correspond to O-H bonds. Neither guanine nor adenine contain O-H bonds, so this change would not necessarily distinguish the new compound.

D. A sharp stretch at 2200 cm-1 could correspond to a triple bond (C≡C or C≡N). Neither guanine nor adenine contain triple bonds, so this change would not necessarily distinguish the new compound.

Based on this information, the most distinguishing change in the IR spectrum if the guanine moiety of an acyclovir prodrug is replaced by adenine would be the lack of a sharp peak at 1700 cm-1, corresponding to the loss of a carbonyl group. Therefore, the answer is A.

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