Question

O=Cc1ccc([N+](=O)[O-])cc1 $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOK}$ CC(=O)Cc1ccc(N)cc1 The reagent (X) in the above reaction is (a) \(\mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) (b) \(\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O}\) (c) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}\right)_{2} \mathrm{O}\) (d) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COO}\right)_{2}\)

Short answer

Answer: (c) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}\right)_{2} \mathrm{O}\).

Step-by-step solution

Convert the SMILES to structural formulas

Start by converting the given SMILES format to structural formulas to see the reactions taking place: Starting material: O=Cc1ccc([N+](=O)[O-])cc1 Reaction after adding \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOK}\) Product: CC(=O)Cc1ccc(N)cc1

Identify the reaction type

Upon analyzing the structural formulas, we can see that this appears to be a reduction reaction with an organic ketone, giving the following reaction: Ketone: O=Cc1ccc([N+](=O)[O-])cc1 Reductant: \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOK}\) Product: CC(=O)Cc1ccc(N)cc1

Determine the possible reagents (X)

With the reaction type identified, we can now focus on the possible reagents (X): (a) \(\mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) (b) \(\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O}\) (c) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}\right)_{2} \mathrm{O}\) (d) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COO}\right)_{2}\)

Analyze the options and determine the correct reagent (X)

Option (a) involves a bromoalkanoic acid, which would not suffice as a reducing agent for an organic ketone. Option (b) involves acetic anhydride, which is a reagent used in acylation reactions. Option (c) involves ethyl acetate anhydride, which can be used to reduce organic ketones along with a strong base such as \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOK}\). Option (d) involves diethyl oxalate, which is not suitable for reducing organic ketones. Based on these analyzes, the most suitable reagent (X) is option (c): \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}\right)_{2} \mathrm{O}\).