Organic Chemistry
Draw the tautomeric forms of adenine and thymine with aromatic hydroxy and amino groups.
A student tried to synthesize the octapeptide Thr-Pro-Glu-His-Tyr-Asn-Ile-Gln in the lab and got a yield of 85% for the addition of each amino acid to the chain. What is the overall yield for the synthesis of Thr-Pro-Glu-His-Tyr-Asn-Ile-Gln?
Draw the structure of the enol tautomer of the compound given below.
Draw the structure of the enol tautomers of the following compound and identify the more stable one.
Show the product of acid-catalyzed tautomerization of 2,4-dimethylpentan-3-one.
The following reaction shows an acid-catalyzed rearrangement of a β,γ-unsaturated carbonyl compound to a more stable α,β-unsaturated compound. Draw a mechanism for this rearrangement.
Identify the pair that represents keto-enol tautomers.
Propose the acid-catalyzed mechanism of interconversion of (3R)- and (3S)-3,4-dimethylhexan-2-one.
A mixture of cis and trans isomers is obtained by dissolving trans-5-bromo-2-methylcyclohexanone in aqueous NaOH. Show the mechanism of this isomerization.
