A Levels Chemistry (9701)•9701/11/O/N/23

Explanation
Aspartame has two chiral carbon atoms from its amino acid residues
Steps:
- Aspartame is the dipeptide L-aspartyl-L-phenylalanine methyl ester.
- A chiral carbon has four different substituents attached.
- The alpha carbon of the aspartic acid residue bonds to H, amino group (peptide-linked), carboxyl (peptide-linked), and -CH2COOH side chain—making it chiral.
- The alpha carbon of the phenylalanine residue bonds to H, amino group (from peptide), carboxyl (esterified), and -CH2C6H5 side chain—making it chiral.
- Side chain carbons are -CH2- groups with two identical H atoms, so achiral; no other carbons qualify.
Why B is correct:
- Aspartame's structure features exactly two tetrahedral carbons (alpha carbons of Asp and Phe) each with four distinct substituents, per the definition of chirality.
Why the others are wrong:
- A: Ignores the chiral alpha carbon in the phenylalanine residue.
- C: Includes nonexistent chiral centers, like the achiral beta carbons.
- D: Overcounts severely, as no additional asymmetric carbons exist.
Final answer: B
Topic: An introduction to organic chemistry
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