Erythromycin (1), shown below, is an antibiotic medication which is employed in the
treatment of various bacterial infections. Answer parts i.-vii. on the molecule.
i. Place lone pairs on the heteroatoms indicated by an arrow and a circle (A-B).
il.Circle and label a sp3 hybridized atom with the letter C, and an atom with a trigonal planar geometry with the letter D.
iii. State the number of chiral centres found in 1.
Indicate, by clearly drawing on the molecule and labelling with the letter E, a tertiary (3º) hydrogen atom and the letter F a secondary (2º) hydrogen.
V.Circle and label five different heteroatom-containing functional groups (not including the group circled) found in Erythromycin (1). Be sure to circle the entire
functional group.
vi. Underline the name of the most basic of the functional groups identified in v. above.
vii. Identify one electrophilic carbon with a partial positive charge (o+).
viii. Write down the molecular formula of compound 1.
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