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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

Which of the following reactions cannot form new carbon-carbon bonds?

A

Reimer-Tiemann reaction

B

Cannizaro reaction

C

Wurtz reaction

D

Friedel-Crafts acylation

Step-by-Step Solution

In the Cannizzaro reaction, aldehydes that do not possess an α\alpha-hydrogen atom undergo self-oxidation and reduction (disproportionation) upon treatment with a concentrated alkali to form a primary alcohol and a carboxylic acid salt. No new carbon-carbon bonds are formed in this process.

In contrast:

  • The Wurtz reaction couples two alkyl halides in the presence of sodium to form a higher alkane, creating a new C-C bond.
  • Friedel-Crafts acylation introduces an acyl group (R-CO-\text{R-CO-}) to an aromatic ring, creating a new C-C bond.
  • The Reimer-Tiemann reaction introduces a formyl group (-CHO\text{-CHO}) to a phenol ring, also creating a new C-C bond.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Alcohols, Phenols and Ethers. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAlcohols, Phenols and Ethersfollowingreactionscannotcarboncarbon

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When phenol is treated with CHCl₃ and NaOH, the product formed is:

A.Benzaldehyde
B.Salicylaldehyde
C.Salicylic acid
D.Benzoic acid
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Which of the following statement is correct for the stability of ions of ethyl alcohol and phenol:

A.Delocalization of π-electrons in phenoxide ion
B.Delocalization of electrons in ethoxide ion
C.Inductive effect of ethyl and phenyl group
D.Localization of σ-electrons in phenoxide ion
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When glycerol is treated with an excess of HI, it produces:

A.Allyl iodide
B.Propene
C.Glycerol triiodide
D.2-Iodopropane
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Which of the following can be used as the halide component for Friedel-Crafts reaction?

A.Chlorobenzene
B.Bromobenzene
C.Chloroethene
D.Isopropyl chloride
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Which of the following is not the product of dehydration of the given alcohol?

A.Option 1
B.Option 2
C.Option 3
D.Option 4
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The most reactive compound among the following toward electrophilic aromatic substitution reaction is:

A.Toluene
B.Benzene
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Which one of the following compounds will be most readily dehydrated?

A.Option 1
B.Option 2
C.4
D.Option 4
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Among the following four compounds: (a) Phenol (b) Methyl phenol (c) meta-nitrophenol (d) para-nitrophenol The acidity order is:

A.c > d > a > b
B.a > d > c > b
C.b > a > c > d
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