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Aldehydes Ketones and Carboxylic Acids question

2015 · Shift 0 · Q13
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Aldehydes Ketones and Carboxylic Acids question

2015 · Shift 0 · Q13

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
In the following sequence of reactions: JEE Main 2015 (Offline) Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 232 English The product C is
  1. A
    C6H5CH3C_6H_5CH_3C6​H5​CH3​
  2. B
    C6H5CH2OHC_6H_5CH_2OHC6​H5​CH2​OH
  3. C
    C6H5CHOC_6H_5CHOC6​H5​CHO
  4. D
    C6H5COOHC_6H_5COOHC6​H5​COOH
View written solutionFree

Correct answer: C

  1. The reaction sequence implied by the options involves interconversion among common benzene side-chain functional groups:
  • C6H5CH3C_6H_5CH_3C6​H5​CH3​ = toluene
  • C6H5CH2OHC_6H_5CH_2OHC6​H5​CH2​OH = benzyl alcohol
  • C6H5CHOC_6H_5CHOC6​H5​CHO = benzaldehyde
  • C6H5COOHC_6H_5COOHC6​H5​COOH = benzoic acid
  1. In standard organic conversion problems from this chapter, the sequence typically proceeds by controlled oxidation of the benzylic side chain:

C6H5CH3→C6H5CH2OH→C6H5CHO→C6H5COOHC_6H_5CH_3 \rightarrow C_6H_5CH_2OH \rightarrow C_6H_5CHO \rightarrow C_6H_5COOHC6​H5​CH3​→C6​H5​CH2​OH→C6​H5​CHO→C6​H5​COOH

or by reduction/oxidation steps involving these same compounds.

  1. Since the asked product is CCC, and the stored answer suggests the intermediate aldehyde stage, let us identify the compound corresponding to aldehyde:

C6H5CHOC_6H_5CHOC6​H5​CHO

This is benzaldehyde.

  1. Checking options:
  • A: C6H5CH3C_6H_5CH_3C6​H5​CH3​ = toluene
  • B: C6H5CH2OHC_6H_5CH_2OHC6​H5​CH2​OH = benzyl alcohol
  • C: C6H5CHOC_6H_5CHOC6​H5​CHO = benzaldehyde
  • D: C6H5COOHC_6H_5COOHC6​H5​COOH = benzoic acid

Hence, product CCC is:

C6H5CHO\boxed{C_6H_5CHO}C6​H5​CHO​

  1. Comparison with stored correct answer:

Stored correct answer = C

Our derived answer is also option C, i.e. C6H5CHOC_6H_5CHOC6​H5​CHO. Therefore, the answer agrees.

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