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Question

The increasing order of the following compounds towards HCN addition is:


  1. iii<i<iv<ii

  2. iii<iv<i<ii

  3. i<iii<iv<ii

  4. iii<iv<ii<i

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Solution

The correct option is A

iii<i<iv<ii


The correct options are (a)

The Explanation for the correct options:

(a)

  • Explanation: sequence of increasing reactivity to HCN addition The reactivity in nucleophilic addition increases with group electrophilicity.
  • Formaldehyde is most reactive towards the addition reaction of hydrogen cyanide to form the corresponding cyanohydrin.
  • The reactivity in nucleophilic addition increases with group electrophilicitygreater.
  • Diagram:

The Explanation for the incorrect options:

(b)

  • Explanation: Intermolecular hydrogen bonds exist in all of the compounds listed.
  • O2N has a lower concentration than H3CO, andH3CO has a lower concentration thanNO2.
  • Because theOis more electron negative than theNO2in other compounds, it has the strongest hydrogen bonding.

(c)

  • Explanation:
  • OCH3 has a lower concentration thanO2N,.
  • Because thisOmore electron negative than theCHOin other compounds, it has the strongest hydrogen bonding.

(d)

  • Explanation: All of the compounds listed have intermolecular hydrogen bonds.
  • The density O2Nis lower than that ofNO2, and,NO2the density of is lower than that ofH3CO.
  • CHOhas the strongest hydrogen bonding because the Ois more electron negative than the NO other compounds.

The correct option is (c): As a nucleophile, CN- attacks the -CHO group with the highest positive charge first. The -M and -I group boosts the (+ve) charge's strength. Consequently, the following is the order of reactivity


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