Question

Benzene underwent a Friedel-Crafts acylation reaction followed by a Clemmensen reduction. The product gave the ¹H NMR spectrum shown above. What acyl chloride was used in the Friedel-Crafts acylation reaction? Hint: It would be helpful if you first assign a structure to the compound shown in the ¹H NMR spectrum.

Benzene underwent a Friedel-Crafts acylation reaction followed by a Clemmensen reduction. The product gave the 1H NMR spectrum shown above. What acyl chloride was used in the Friedel-Crafts acylation reaction? Hint: It would be helpful if you first assign a structure to the compound shown in the 1H NMR spectrum.

Answer 1

3H, triplet so there must be two hydrogens on the nearby carbon The aromatic hydrogens 2H,multiplet 1.0 0.3 0.8 PPM 10 4 0 δ (ppm) 2H triplet 2H, multiplet

The reaction is: FRiedal craft CH3 CH3 3Clemmensen reduction acylation So the acyl chloride will be H2C Cl butanoyl chloride