question archive Aspirin is the brand name for acetylsalicylic acid, which is the common name for 2-(acetyloxy)benzoic acid

Aspirin is the brand name for acetylsalicylic acid, which is the common name for 2-(acetyloxy)benzoic acid

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Aspirin is the brand name for acetylsalicylic acid, which is the common name for 2-(acetyloxy)benzoic acid. This compound looks like this:

In a single bond, you have a single σσ bond.

In a double bond, there is one ππ bond in addition to the single σσ bond that constituted the single bond.

Thus, if we treat each double bond as a single bond on this structure, we count up the σσ bonds as:

  • 5 C−OC-O σσ bonds (2 from the carboxylic acid group, and 3 from the acetate group)
  • 2 non-aromatic C−CC-C σσ bonds (1 from the carboxylic acid group, and 1 on the acetate group)
  • 6 aromatic C−CC-C σσ bonds (on the benzene ring)

Then, in accounting for the particular bonds that are double bonds, the remaining ππ bonds are from:

  • 2 C−OC-O ππ bonds (1 from the carboxylic acid group, and 1 from the acetate group)
  • 3 aromatic C−CC-C ππ bonds (on the benzene ring)

Thus, we have 5 + 2 + 6 = 13 σσ bonds and 2 + 3 = 5 ππ bonds.

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