Question

ORGANIC CHEMISTRY II

Electrophilic Aromatic Substitution: Reaction Pathways of Methyl Benzoate

Determining the identity of four compounds (A1, A2, B1, and B2) based on information about the reactions that form them and spectral data.

Reaction group A:.

HN OCH, HNO3, H2SO4 21 NHACI

.Reaction Group B, similar reactions, but in the opposite order.

In this document, you’ll find several spectra for these compounds. Use these spectra, along with the reaction information above, to determine the structures of A1, A2, B1, and B2, and explain your answers.

Draw A1 structure and Explain

Draw A2 Structure and explain

Draw B1 structure and explain

Draw B2 structure and explain

slot 一波数は /cm-1 Figure 1: IR spectrum of A1 100 80 60 40 20 200 180 160 140 120 COS-09-510 Figure 2: 13CNMR spectrum of A1 pp

8 7 6 5 4 3 2 1 ppm HIP-45-719 Figure 3: HNMR spectrum of A1 X10 Scanit 17.107.17.443m scand) AT CF AID 4000 4400 430 40 60 8

Scanit 276-27 469 125cc) AT CFA2D 125- 0.75 0511 2891 0251 1651 LLULL.2002 20 40 60 80 100 120 140 160 180 200 220 2200 200 3

9 8 7 6 5 4 3 2 1 HSP-41-749 ppm Figure 7: HNMR of B1 100 80 60 40 20 200 180 160 140 120 COS-05-731 Figure 8: 13CNMR spectru

Scano 23.106-232711 ) ILJMBID 120 120 140 20 40 60 80 100 150 160 200 220 220 2 Counts we Mato-Chargez 2000 2200 360 360 400

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