NEETChemistryAldehydes and Ketones
Match List-I with List-II regarding the major product formed when the compounds in List-I are treated with (i) NaBH ₄ followed by (ii) conc. H ₂ SO ₄, . List-I (Reactant) List-II (Major Product) (A) Cyclopentane-1,3-dione (I) Cyclopenta-1,3-diene (B) Ethyl 3-oxobutanoate (II) Ethyl but-2-enoate (C) 1-Phenylbutane-1,3-dione (III) 1-Phenylbuta-1,3-diene (D) 2-(2-Oxopropyl)cyclohexan-1-one (IV) 1-(Prop-1-en-1-yl)cyclohe
Options
- A(A)-(I), (B)-(III), (C)-(II), (D)-(IV)
- B(A)-(I), (B)-(II), (C)-(III), (D)-(IV)
- C(A)-(IV), (B)-(II), (C)-(III), (D)-(I)
- D(A)-(II), (B)-(I), (C)-(IV), (D)-(III)
Correct answer
B. (A)-(I), (B)-(II), (C)-(III), (D)-(IV)
Step-by-step solution
(A) Cyclopentane-1,3-dione contains two ketone groups. Both are reduced by NaBH ₄ to form cyclopentane-1,3-diol. Dehydration with conc. H ₂ SO ₄ yields the conjugated cyclopenta-1,3-diene. (A I) (B) Ethyl 3-oxobutanoate contains a ketone and an ester group. NaBH ₄ selectively reduces the ketone to a secondary alcohol, leaving the ester intact. Dehydration yields the conjugated , -unsaturated ester, ethyl but-2-enoate. (B II) (C) 1-Phenylbutane-1,3-dione is reduced to a diol. Dehydration forms double bonds in conjug