Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
JEE MainChemistryAmines

An organic compound o -toluidine is subjected to the following sequence of reactions: (i) Br ₂ (aq) (ii) NaNO ₂ / HCl , 273-278 K (iii) CH ₃ CH ₂ OH , heat The major final product formed is:

Options

  1. A3,5-dibromotoluene
  2. B2-ethoxy-4,6-dibromotoluene
  3. C4,6-dibromo-2-methylphenol
  4. D2,4,6-tribromotoluene

Correct answer

A. 3,5-dibromotoluene

Step-by-step solution

o -toluidine (2-methylaniline) has a strongly activating - NH ₂ group which directs the incoming electrophiles to the ortho and para positions. Step (i): Reaction with aqueous bromine ( Br ₂/ H ₂ O ) leads to polyhalogenation. Since one ortho position is occupied by the methyl group, bromination occurs at the remaining ortho (position 6) and para (position 4) positions, yielding 4,6-dibromo-2-methylaniline. Step (ii): Treatment with NaNO ₂/ HCl at 273-278 K diazotizes the primary amine, forming 4,6-dibromo-2-methyl

Practice Amines on Quantrex Academy →

More from Amines

Match the major products obtained in the reactions given in List-I with the corresponding structures in List-II and choose the correct option. List-I List-II (P) (1) (Q) (2) (R) (3 2026In the following reaction sequence, P , Q , S and T are the major products. The correct statement(s) about P , Q , S and T is(are) 2026Passage: Consider the following reaction sequence in which J , K , L and M are the major products. Given: Atomic mass (in amu): H : 1 , C : 12 , N : 14 , O : 16 , S : 32 , Br : 80 2026Which statements are True? A. In Hoffmann bromamide degradation, 4 moles of NaOH and 2 moles of Br₂ are consumed per mole of an amide B. Hoffmann bromamide reaction is not given by 2026Consider the following organic reaction sequence. Choose the final product (X) from the following (consider the major product in all intermediate reactions) 2026The number of compounds from the following which can undergo reaction with Br ₂ /KOH (alcoholic) to give respective products and these respective products can also be obtained sepa 2026Consider the following sequence of reactions. The percentage of nitrogen in the yellow product (X) formed is _______%. (Nearest Integer) (Given Molar mass in g mol ⁻¹ H:1, C:12, N: 2026Given below are two statements : Statement I: Heating benzamide with bromine in an ethanolic solution of sodium hydroxide will give benzylamine. Statement II: Nitration of aniline 2026 Full Amines list All JEE Main PYQs