Consider the following reaction sequence,

R  —OH    R —I   R —NO₂  Blue

Hence, R —OH could be

Consider the following reaction,

The correct statement(s) concerning X and Y is/are

Comprehension Type

Direction : This section contains a passage describing theory, experiments, data, etc. Two questions related to the paragraph have been given. Each question has only one correct answer out of the given 4 options (a), (b), (c) and (d).

Passage

An organic compound X (C₉ H₁₂ O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO₃ -H₂ SO₄ - Blue-green solution
iv. Hot KMnO₄ - Benzoic acid
v. Br₂ -CCI₄ - No decolouration
vi. I₂ + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

The structure of X is

An organic compound X (C₉ H₁₂ O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO₃ -H₂ SO₄ - Blue-green solution
iv. Hot KMnO₄ - Benzoic acid
v. Br₂ -CCI₄ - No decolouration
vi. I₂ + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

If X is treated with HCI in the presence of ZnCI₂ , the major product would be

An organic compound X (C₉ H₁₂ O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO₃ -H₂ SO₄ - Blue-green solution
iv. Hot KMnO₄ - Benzoic acid
v. Br₂ -CCI₄ - No decolouration
vi. I₂ + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

An isomer of X, Y was also found to be optically active. It showed the same reactions as X except (vi). Hence, Y is

One Integer Value Correct Type

Direction : This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

An organic compound X (C₅ H₁₂ O) is chiral. Also

Q.

How many primary hydrogens are present in X?

An alcohol X (C₇ H₁₆ O) gives immediate turbidity with HCI/ZnCI₂ and can be resolved into enantiomers. Also X has a tertiary hydrogen. How many CH₃ —groups are present in X?

An alcohol X (C₄ H₁₀ O₃ ) is chiral and absorbs two moles of HIO₄ per mole of X. How many stereoisomers exist for X?

An organic compound X (C₇ H₁₆ O) gives effervescence with Na. X has both enantiomers and diastereomers. X gives yellow precipitate with alkaline iodine solution. With CrO₃ - H₂ SO₄ , X is converted into C₇ H₁₄ O  (Y) which has enantiom ers but not diastereom ers. X on refluxing with H₂ SO₄ isomerises to Z which neither gives yellow precipitate with alkaline iodine nor changes colour of CrO₃ - H₂ SO₄ . What is the minim um number of carbons that can be present in the parent chain of X ?