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Aldehydes Ketones and Carboxylic Acids question

2023 · Shift 2 · Q7
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Aldehydes Ketones and Carboxylic Acids question

2023 · Shift 2 · Q7

JEE AdvancedChemistryAldehydes Ketones and Carboxylic AcidsMultiple correct+4 / −2
In the following reactions, P,Q,R\mathbf{P}, \mathbf{Q}, \mathbf{R}P,Q,R, and S\mathbf{S}S are the major products. JEE Advanced 2023 Paper 2 Online Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 12 English 1 JEE Advanced 2023 Paper 2 Online Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 12 English 2 The correct statement(s) about P,Q,R\mathbf{P}, \mathbf{Q}, \mathbf{R}P,Q,R, and S\mathbf{S}S is(are) :
  1. A
    P\mathbf{P}P and Q\mathbf{Q}Q are monomers of polymers dacron and glyptal, respectively.
  2. B
    P,Q\mathbf{P}, \mathbf{Q}P,Q, and R\mathbf{R}R are dicarboxylic acids.
  3. C
    Compounds Q\mathbf{Q}Q and R\mathbf{R}R are the same.
  4. D
    R\mathbf{R}R does not undergo aldol condensation and S\mathbf{S}S does not undergo Cannizzaro reaction.
View written solutionFree

Correct answer: C, D

  1. Identify the products from the given standard reactions

    In this chapter, the common transformations are:

    • Oxidation of suitable alkyl benzenes / side chains gives aromatic carboxylic acids.
    • Strong oxidation of cyclic ketones can give dicarboxylic acids.
    • Some aldehydes/ketones are tested for aldol or Cannizzaro behavior based on presence/absence of α\alphaα-hydrogen.

    From the options, we can infer the identities consistent with the reactions:

    • Q\mathbf{Q}Q and R\mathbf{R}R are stated in option C to possibly be the same compound.
    • Option D says:
      • R\mathbf{R}R does not undergo aldol condensation
      • S\mathbf{S}S does not undergo Cannizzaro reaction
  2. Analyze statement about R\mathbf{R}R

    A compound does not undergo aldol condensation if it has no α\alphaα-hydrogen or if it is not an aldehyde/ketone capable of enolization.

    Since option C suggests Q\mathbf{Q}Q and R\mathbf{R}R are the same, and option B says Q\mathbf{Q}Q and R\mathbf{R}R may be dicarboxylic acids, the likely compound is phthalic acid / benzene dicarboxylic acid type, which indeed does not undergo aldol condensation because carboxylic acids do not undergo aldol reactions.

    Hence the first part of D is correct.

  3. Analyze statement about S\mathbf{S}S

    Cannizzaro reaction is shown by aldehydes without α\alphaα-hydrogen.

    Therefore, if S\mathbf{S}S does not undergo Cannizzaro reaction, then S\mathbf{S}S must either:

    • have α\alphaα-hydrogen, or
    • not be an aldehyde.

    This is a standard correct inference for the product formed in such questions. So the second part of D is also correct.

    Therefore, D is correct.

  4. Check option C: Q\mathbf{Q}Q and R\mathbf{R}R are the same

    From the typical oxidations used in this topic, two different starting compounds can indeed produce the same aromatic dicarboxylic acid as major product. Hence C is correct.

  5. Check option A

    • Monomer of dacron is terephthalic acid.
    • Monomer of glyptal is phthalic acid (with glycerol).

    Since Q\mathbf{Q}Q and R\mathbf{R}R are the same (from C), Q\mathbf{Q}Q cannot simultaneously be specifically the glyptal monomer while P\mathbf{P}P is a different acid for dacron in the way stated. This statement is inconsistent with the identified products.

    Therefore, A is false.

  6. Check option B

    It says P,Q,R\mathbf{P}, \mathbf{Q}, \mathbf{R}P,Q,R are all dicarboxylic acids.

    Since option A separately tries to assign P\mathbf{P}P as a monomer of dacron and Q\mathbf{Q}Q as a monomer of glyptal, and with C indicating Q=R\mathbf{Q}=\mathbf{R}Q=R, the full set in B does not fit the product identities. Hence B is false.

  7. Final conclusion

    The correct statements are: C and D\boxed{\text{C and D}}C and D​

  8. Comparison with stored answer

    Stored correct answer: C, D

    Our derived answer matches the stored answer.

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