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By citing specific data show that you could distinguish between the two members of each pir...

By citing specific data show that you could distinguish between the two members of each pir of compounds by 13C NMR spectroscopy.

1) a) 1-phenyl-2-pentanone b) 1-phenyl-1-pentanone

2) a) 3-iodobenzoic acid 2b) 3-bromobenzioic acid

3) a) 2-phenylanisole b) 4-phenylanisole

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Answer #1

1) a) 1-phenyl-2-pentanone b) 1-phenyl-1-pentanone

13C-NMR of 1-phenyl-2-pentanone: 15, 20, 40, 60, 122, 125, 130, 180.

13C-NMR of 1-phenyl-1-pentanone: 15, 20, 30, 40, 125, 133, 138, 200.

2) a) 3-iodobenzoic acid 2b) 3-bromobenzioic acid

13C-NMR of 3-bromo benzoic acid: 121.63, 128, 130.21, 131.84, 132.97, 135.17, 165.91.

13C-NMR of 3-iodo benzoic acid: 128, 128.95, 129.82, 132.42, 139.91, 141.62, 172.22.

3) a)  2-phenylanisole b) 4-phenylanisole

13C-NMR of 2-pheny anisole: 56.2, 121.7, 125.6, 127.9, 128.7, 128.9, 129.4, 136.5, 157.8.

13C-NMR of 4-pheny anisole: 55.5, 114.4, 126.85, 126.93, 128.4, 128.9, 133.9, 141, 159.3.

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