Organic Chemistry
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Why is the side chain of histidine more basic than the side chain of tryptophan?
Explain why the double-bonded nitrogen in indazole accepts a proton more readily than the other nitrogen.
Determine if each nitrogen atom in the following heterocycle compounds is weakly or strongly basic based on the availability of its non-bonding electron pair.
Urocanic acid is an intermediate in the catabolism of histidine.
(a) Determine which nitrogen of urocanic acid is basic and which one is not.(b) Using resonance forms, show how the protonated form of urocanic acid is a particularly stable cation.(c) Draw the structures of urocanic acid showing protonation at the basic nitrogen and then deprotonation of the other nitrogen.
Levofloxacin belongs to the fluoroquinolone family of antimicrobial agents. Identify the aromatic ring systems present in the molecular structure of this compound.
Ofloxacin belongs to the fluoroquinolone family of antimicrobial agents. Determine which nitrogen atoms in the compound exhibit basic character.
1. Predict whether the following compound is likely to be aromatic. Explain why.
2. Identify any basic nitrogen atoms in the structure.
1. Predict whether the following compound is likely to be aromatic. If it is aromatic, explain why.
2. Identify any basic nitrogen atoms.
Determine whether the following compound exhibits aromatic properties and identify if the nitrogen atom has a higher or lower basicity than water.