JEE Advanced levelSingle correct optionDifficulty 3 of 3g3206
Match Column I with the major product in Column II.
Column I: (1) HBr + buta-1,3-diene at −80∘C; (2) the same, equilibrated at 40∘C; (3) naphthalene + conc. HX2SOX4 at 80∘C, short time; (4) naphthalene + conc. HX2SOX4 at 160∘C, long time.
Column II: (P) naphthalene-2-sulfonic acid; (Q) 1-bromobut-2-ene; (R) naphthalene-1-sulfonic acid; (S) 3-bromobut-1-ene.
A1-Q, 2-S, 3-R, 4-P
B1-Q, 2-S, 3-P, 4-R
C1-S, 2-Q, 3-R, 4-P
D1-S, 2-Q, 3-P, 4-R
Answer: C
Kinetic conditions (1, 3) give 3-bromobut-1-ene and the 1-sulfonic acid. Thermodynamic conditions (2, 4) give 1-bromobut-2-ene and the 2-sulfonic acid.