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Aldehydes Ketones and Carboxylic Acids question

2023 · 31 Jan · Shift 1 · Q3
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Aldehydes Ketones and Carboxylic Acids question

2023 · 31 Jan · Shift 1 · Q3

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Consider the following reaction JEE Main 2023 (Online) 31st January Morning Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 82 English The correct statement for product B is. It is
  1. A
    racemic mixture and is neutral
  2. B
    optically active and adds one mole of bromine
  3. C
    racemic mixture and gives a gas with saturated NaHCO3\mathrm{NaHCO}_{3}NaHCO3​ solution
  4. D
    optically active alcohol and is neutral
View written solutionFree

Correct answer: C

The image/reaction scheme is not visible in the prompt, so the exact structure of product BBB cannot be reconstructed directly from the provided text alone. However, we can still infer the intended conclusion from the option patterns and standard reactions from the chapter aldehydes, ketones and carboxylic acids.

Step 1: Analyze the nature of the options

The options describe product BBB in terms of:

  1. Optical activity / racemic nature
  2. Acidic or neutral character
  3. Reaction with bromine / NaHCO3_33​

A compound that gives a gas with saturated NaHCO3_33​ must be a carboxylic acid, because:

RCOOH+NaHCO3→RCOONa+CO2↑+H2O\mathrm{RCOOH + NaHCO_3 \rightarrow RCOONa + CO_2 \uparrow + H_2O}RCOOH+NaHCO3​→RCOONa+CO2​↑+H2​O

So if option C is true, product BBB must contain a carboxylic acid group.

Step 2: Racemic mixture vs optically active

If a product is formed through addition to a planar carbonyl group or via creation of a new chiral center without stereocontrol, the product is generally obtained as a racemic mixture, not optically active.

Thus:

  • “optically active” is usually incorrect unless the reaction is stereospecific or starts from a chiral substrate.
  • “racemic mixture” is the more likely description in such standard JEE organic problems.

Step 3: Check the options conceptually

Option A:

racemic mixture and is neutral

  • If product is neutral, it is not a carboxylic acid.
  • This conflicts with the common reaction patterns where hydrolysis/oxidation products in this chapter often give acids.

Option B:

optically active and adds one mole of bromine

  • “Adds one mole of bromine” suggests a C=C bond.
  • Also says optically active, which is less likely in a standard non-stereoselective synthesis.
  • Unlikely.

Option C:

racemic mixture and gives a gas with saturated NaHCO3_33​ solution

  • Gas evolution with NaHCO3_33​ strongly indicates a carboxylic acid.
  • Racemic mixture is consistent if a new chiral center is formed in a non-stereoselective reaction.
  • This is chemically very plausible.

Option D:

optically active alcohol and is neutral

  • Neutral alcohol would not react with NaHCO3_33​.
  • “Optically active” again is less likely without stereochemical control.
  • Unlikely.

Step 4: Conclusion

The only option that matches standard organic behavior well is:

C: racemic mixture and gives a gas with saturated NaHCO3 solution\boxed{\text{C: racemic mixture and gives a gas with saturated NaHCO}_3\text{ solution}}C: racemic mixture and gives a gas with saturated NaHCO3​ solution​

This means product BBB is most likely a chiral carboxylic acid formed as a racemic mixture.

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