Provide Structures for Products A-D

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The Answer is Step 1 is chlorination of benzene. Step 2 is the Friedel-Crafts alkylation of chlorobenzene. Step 3 is the bromination of the benzyl protons to give a benzyl bromide. Step 4 converts the bromide to a Grignard reagent, then reacts with formaldehyde to give a primary alcohol.

Step 1 is chlorination of benzene. Step 2 is the Friedel-Crafts alkylation of chlorobenzene. Step 3 is the bromination of the benzyl protons to give a benzyl bromide. Step 4 converts the bromide to a Grignard reagent, then reacts with formaldehyde to give a primary alcohol. Compound D matches the <sup>1</sup>H NMR spectra. The four protons >7ppm belong to the aromatic protons. The singlet is the hydroxy proton. The two triplets belong to the -CH<sub>2</sub>CH<sub>2</sub>- group.

Compound D matches the ¹H NMR spectra. The four protons >7ppm belong to the aromatic protons. The singlet is the hydroxy proton. The two triplets belong to the -CH₂CH₂- group.

Provide Structures for Products A-D

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