Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
Identify the constitutional isomer(s) of epinephrine among the following structures: (i) (ii) (iii)
Options
- AOnly (iii)
- BOnly (ii)
- CBoth (i) and (ii)
- DOnly (i)
Correct answer
B. Only (ii)
Step-by-step solution
Epinephrine (also known as adrenaline) is a catecholamine, which means it contains a catechol group (a benzene ring with two adjacent hydroxyl groups). Its IUPAC name is 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol. Therefore, the hydroxyl groups on the benzene ring are located at positions 3 and 4 relative to the side chain. Let us analyze the given structures: 1. Structure (i): The hydroxyl groups on the benzene ring are at positions 3 and 4. The side chain is - CH(OH)CH ₂ NHCH ₃ . This structure has the ex