Question

In the IR of acetylsalicylic acid what is the important stretching vibration that indicates reaction has occurred?

In the IR of acetylsalicylic acid what is the important stretching vibration that indicates reaction has occurred?

experiment 9 NMR aspirin.png


experiment 8 NMR methyl salicylate and salicylic acid.png



experiment 8 IR salicylic acid.png

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Answer #1

Acetyl salicylic acid is obtained from reaction of salicylic acid with acetic anhydride

The reaction can be written as

он он +H3C CH он salicylic acidacetic anhydride aspirin

Based on the structure we can make a difference in between Ir of aspirin and salicylic acid and anhydride as

1) A strong O-H stretch in the region of roughly 3520 cm^-1 which must not be present in the product aspirin
2. C-O stretch

Now the C-O peak value will also differ from 1300-1200 cm-1 and 1140-1400 cm-1 in salicylic acid to the peak in near 1300-1000 cm-1 and 1200-1170 cm-1 in aspirin
3. C=O stretch

There will be two peak for C=O group one typically of carboxylic acid and one of ester.

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