Ch. 17 - AromaticitySee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Solution: The imidazole ring system, which contains two nitrogen atoms, is found in the amino acid histidine. Which statement is true regarding the basicity of the two ring nitrogen atoms? A) Both are strongly basic since the ring is aromatic. B) The nitrogen atom labeled (1) is more basic than (2). C) The nitrogen atom labeled (2) is more basic than (1). D) Neither of the nitrogen atoms would be considered basic.

Problem

The imidazole ring system, which contains two nitrogen atoms, is found in the amino acid histidine. Which statement is true regarding the basicity of the two ring nitrogen atoms?

A) Both are strongly basic since the ring is aromatic.

B) The nitrogen atom labeled (1) is more basic than (2).

C) The nitrogen atom labeled (2) is more basic than (1).

D) Neither of the nitrogen atoms would be considered basic.