JEE Main levelSingle correct optionDifficulty 2 of 3g3178
At 160∘C naphthalene-2-sulfonic acid is the thermodynamically favoured product. The best reason is that
Athe 2-isomer is formed through a lower-energy transition state
Bin the 1-isomer the bulky −SOX3H group is crowded by the peri hydrogen at C-8, a repulsion absent in the 2-isomer
Cthe 2-isomer has more resonance structures than the 1-isomer
Dthe 1-isomer lacks conjugation of −SOX3H with the ring
Answer: B
Thermodynamic stability is decided by the products themselves. A substituent at C-1 experiences steric strain with the hydrogen at C-8 (peri interaction), while one at C-2 does not. The 2-acid is therefore lower in energy.