JEE (Advanced) 2009 Paper-1

For the following questions answer them individually

p-Amino-N, N-dimethylaniline is added to a strongly acidic solution of X. The resulting solution is treated with a few drops of aqueous solution of Y to yield blue coloration due to the formation of methylene blue. Treatment of the aqueous solution of Y with the reagent potassium hexacyanoferrate (II) leads to the formation of an intense blue precipitate. The precipitate dissolves on excess addition of the reagent. Similarly, treatment of the solution of Y with the solution of potassium hexacyanoferrate (III) leads to a brown coloration due to the formation of Z.

A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis fo Q leads to a dicarbonyl compound R, Which undergoes intramolecular aldol reaction to give predominantly S.

This section contains 2 questions. Each question contains statements given in two columns, which have to be matched. The statements in Column I are labeled A, B, C and D, while the statements in Column II are labeled p, q, r, s and t. any given statement in Column I can have correct matching with ONE OR MORE statements (s) in column II. The appropriate bubbled corresponding to the answers to these questions have to be darkened as illustrated in the following example :

If the correct matches are A - p, s and t; B - q and r; C - p and q; and D - s and t; then the correct darkening of bubbles will look like the following.