Skip to content
Intext Questions · 8.2

Q.Write the structures of products of the following reactions;

Intext 8.2 (i): structure(s) drawn as printed in the NCERT textbook, with the labels O, C, C2H5, Cl
Figure
(ii) (C6H5CH2)2 Cd + 2 CH3 COCl→\mathrm{(C_6H_5CH_2)_2\ Cd\ +\ 2\ CH_3\ COCl \rightarrow}
(iii) H3C−C≡C−H→Hg2+, H2SO4\mathrm{H_3C{-}C{\equiv}C{-}H \xrightarrow{Hg^{2+},\ H_2SO_4}}
Intext 8.2 (iv): structure(s) drawn as printed in the NCERT textbook, with the labels
Figure
Punjab PsebTextbookSubjective· 2mImportance★★★★★
8% · 7/87 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

Four different named methods for making aldehydes/ketones, applied to four different substrates: (i) Friedel-Crafts acylation of benzene gives propiophenone;

(ii) a cadmium-reagent route gives phenylacetone;

(iii) Markovnikov hydration of propyne gives acetone;

(iv) the Etard reaction on 4-nitrotoluene gives 4-nitrobenzaldehyde.

(i) Benzene + propanoyl chloride, anhydrous AlCl3AlCl_3/CS2CS_2

This is a Friedel-Crafts acylation: the Lewis acid AlCl3AlCl_3 generates an acylium ion (C2H5CO+C_2H_5CO^+) from propanoyl chloride, which attacks the benzene ring. The product is C6H5−CO−C2H5C_6H_5-CO-C_2H_5, 1-phenylpropan-1-one (propiophenone).

(ii) (C6H5CH2)2Cd+2CH3COCl(C_6H_5CH_2)_2Cd + 2CH_3COCl

Dialkyl- or diarylalkyl-cadmium reagents are prepared from the corresponding Grignard reagent plus CdCl2CdCl_2; unlike Grignard reagents, they react with acid chlorides but are unreactive toward the ketone product, so the reaction stops cleanly at the ketone stage. Each C6H5CH2−C_6H_5CH_2- group couples with one CH3CO−CH_3CO- group:

(C6H5CH2)2Cd+2CH3COCl→2 C6H5CH2−CO−CH3+CdCl2(C_6H_5CH_2)_2Cd + 2CH_3COCl \rightarrow 2\,C_6H_5CH_2-CO-CH_3 + CdCl_2

The product is C6H5CH2−CO−CH3C_6H_5CH_2-CO-CH_3 (1-phenylpropan-2-one, phenylacetone).

(iii) H3C−C≡C−HH_3C-C\equiv C-H with Hg2+Hg^{2+}/H2SO4H_2SO_4

Mercury(II)-catalysed hydration of an alkyne follows Markovnikov's rule: water adds with −OH-OH on the more substituted carbon, giving an enol that immediately tautomerises to the more stable keto form: …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.