Question

The goal of this assignment is to use NMR to establish the structure of an unknown derivative of acetophenone and, by correlation, assign the structure of the starting material used in the reaction. what is the unknown of the starting material? the product is acetophenone and the starting material could be one of these:

• Toluene;
• Ethylbenzene;
• o-Xylene (1,2-dimethylbenzene);
• m-Xylene (1,3-dimethylbenzene);
• p-Xylene (1,4-dimethylbenzene);
• Pseudocumene (1,2,4-trimethylbenzene);
• Anisole (methoxybenzene) ;
• 1,2-Dimethoxybenzene;
• 1,3-Dimethoxybenzene ;
• 1,4-Dimethoxybenzene; and
• Mesitylene (1,3,5-trimethylbenzene).

05-friedel-crafts/unknown-1 16 15 14 13 12 11 10 9 8 5 3 2 1 0 -1 -2 -3 7 6 fi: 'H (ppm)

Answer 1

The compound (starting) is Toluene and the product is СН3 CH3 CH3 CH3 CH₂ con AICI, CH3 NMR Analysis с CH3 a H .Ha a=7.44 pom 66.72 PPM H It c = 2.41 PPM b d = 2.50 ppm -CH3 d two signal (ab) 1, 4 di substituted benzene gives methyl group (6) is a methyl of cochz &) is a singlet Singlet