'' is the product which is obtained from benzene by reacting it with carbon monoxide and hydrogen chloride in the presence of cuprous chloride. '' is the major product obtained from the benzene by reacting it with ethanoyl chloride in the presence of anhydrous AlCl. Product (major) obtained by heating and in the presence of alkali is . Total number of (pi) electrons in is ______.
Solution
Solution
- : CO + HCl with CuCl/AlCl formylates benzene (Gattermann–Koch): benzaldehyde, CHCHO.
- : Friedel–Crafts acylation with ethanoyl chloride: acetophenone, CHCOCH.
- : In alkali, the enolate of acetophenone attacks benzaldehyde (which has no α-hydrogen) and the aldol dehydrates (Claisen–Schmidt condensation): chalcone, CHCH=CH–CO–CH.
π electrons in chalcone: two benzene rings (), one C=C () and one C=O (): .
Answer: 16.
Answer checked against the official answer key. The solution is our own working.