Consider the sequence C6H5NO2 xrightarrowSn/HCl A xrightarrowNaNO2/HCl, 273-278 K B xrightarrowCuCN C xrightarrowH3O+, heat D. Which set of observations is correct for D?

effervescence with NaHCO3; no silver mirror with Tollens reagent

no effervescence with NaHCO3; silver mirror with Tollens reagent

violet colour with neutral FeCl3; no effervescence with NaHCO3

orange precipitate with 2,4-DNP; effervescence with NaHCO3

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JEE Advanced levelSingle correct optionDifficulty 3 of 3si008

Consider the sequence $C X_{6} H X_{5} NO X_{2} Sn / HCl A NaNO X_{2} / HCl, 273 - 278 K B CuCN C H X_{3} O X^{+}, heat D$ . Which set of observations is correct for D?

Aeffervescence with $NaHCO X_{3}$ ; no silver mirror with Tollens reagent
Bno effervescence with $NaHCO X_{3}$ ; silver mirror with Tollens reagent
Cviolet colour with neutral $FeCl X_{3}$ ; no effervescence with $NaHCO X_{3}$
Dorange precipitate with 2,4-DNP; effervescence with $NaHCO X_{3}$

Answer: A

Sn/HCl reduces nitrobenzene to aniline (A); diazotisation gives benzenediazonium chloride (B); the Sandmeyer reaction with CuCN gives benzonitrile (C); hydrolysis gives benzoic acid (D). Benzoic acid effervesces with

NaHCO X_{3}

and has no aldehyde or carbonyl-DNP reactivity or phenolic

- OH

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Consider the sequence CX6​HX5​NOX2​Sn/HCl​ANaNOX2​/HCl, 273-278 K​BCuCN​CHX3​OX+, heat​D. Which set of observations is correct for D?

Answer: A

More questions on Distinguishing tests for functional groups

Consider the sequence $C X_{6} H X_{5} NO X_{2} Sn / HCl A NaNO X_{2} / HCl, 273 - 278 K B CuCN C H X_{3} O X^{+}, heat D$ . Which set of observations is correct for D?