Minicase IV. (15 points) Prof. Martinez entered the classroom livelier than usua

Question

Minicase IV. (15 points) Prof. Martinez entered the classroom livelier than usual. Rather than following her usual chore of neatly arranging her items on the desk, she straight away drew the following structures and said," I want to share something exciting with you today." She then drew the structures of Cocaine, EME and BE (shown below) CH3E HJC H G Ecgonine methyl ester ?? EME) HC Cocaine Benzoyl ecgonine BE Identify all functional groups in the figure given Provide the chemical shifts and splitting pattern for the following locations-A,B,CD,E.F,G,H,J

Explanation / Answer

A- methyl group, 2.5 ppm, singlet

B. Methine (CH), 4.5 ppm, quartet

C. Benzene ring, 7.20 ppm, multiplet

D. Hydrogen of COOH, 11 ppm, singlet

E. Methyl group, 3.50 ppm, singlet

F. Methine group, 2.50, triplet

G. Hydrogen of OH group, 2.10 ppm, brs

H. Methine group, 2.80, quintet

I. Methylene group, 2.0 ppm, triplet

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