4-nitrotoluene is treated with bromine to get compound 'P' which

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 Multiple Choice QuestionsMultiple Choice Questions

541.

The product formed in the following reaction is


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542.

4-nitrotoluene is treated with bromine to get compound 'P' which is reduced with Sn and HCl to get compound 'Q'. 'Q' is diazotised and the product is treated with phosphinic acid to get compound 'R'. 'R' is oxidised with alkaline solution KMnO4 to get the final product. Identify the final product.

  • 2-bromobenzoic acid

  • 2-bromo-4-hydroxybenzoic acid

  • benzoic acid

  • 3-bromobenzoic acid


A.

2-bromobenzoic acid

Step 1: Since, NO2 is m-directing group while -CH3 group is o- and p- directing group. Thus, Br group attach at o- position with respect to CH3 and m-position with respect to NO2 group.

Step 2: On reduction with Sn/ HCl, NO2 group changes to -NH2 group.

Step 3: On treatment with NaNO2 + HCl; NH2 changes to diazo group, i.e. Q shows diazotisation.

Step 4: On treatment with H3PO2, only diazo group (N2Cl) reacts and gets removed.

Step 5:On oxidation with KMnO4/ OH-, -CH3 group changes to -COOH group.


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543.

Which one of the following is an allylic halide?

  • 2-chlorobutane

  • Chloroethene

  • 3-bromopropene

  • 2-chlorotoluene


544.

Which one of the following undergoes iodoform test?

  • Propanal

  • Ethanal

  • Benzophenone

  • Benzaldehyde


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545.

The chelating ligand used to remove excess of copper and iron in chelate therapy is

  • D-penicillamine

  • oxalate ion

  • EDTA

  • ethylenediamine


546.

The correct decreasing order of reactivity for a given alkyl (R) group in both SN1 and SN2 reaction mechanisms is

  • R - I > R - Br > R - Cl > R - F

  • R - I > R - Cl > R - Br > R - F

  • R - F > R - Cl > R - Br > R - I

  • R - F > R - I > R - Cl > R - Br


547.

Chloroform reacts with oxygen in the presence of light to give

  • carbon tetrachloride

  • carbonyl chloride

  • methyl chloride

  • acetaldehyde


548.

Which one of the following is not expected to undergo iodoform reaction?

  • Propan-2-ol

  • Diphenyl methanol

  • 1-phenylethanol

  • 2-butanol


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549.

Which one of the following halogen compounds is difficult to be hydrolysed by SN1 mechanism?

  • Tertiary butyl chloride

  • lsopropyl chloride

  • Benzyl chloride

  • Chlorobenzene


550.

Which one of the following is not an allylic halide?

  • 4-bromopent-2-ene

  • 3-bromo-2-methylbut-1-ene

  • 1-bromobut-2-ene

  • 4-bromobyt-1-ene


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