What is the Difference Between Syn and Anti Addition?

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The difference between syn and anti addition lies in the orientation of the substituents added to a double or triple bond in a molecule. Here are the main differences between the two types of addition:

  • Syn Addition: In syn addition, two substituents are added to the same side (or face) of a double or triple bond, resulting in a decrease in bond order and an increase in the number of substituents. This type of addition is observed in reactions such as the oxidation of an alkene to a diol using OsO4 or KMnO4.
  • Anti Addition: In anti addition, two substituents are added to opposite sides (or faces) of a double or triple bond, once again resulting in a decrease in bond order and an increase in the number of substituents. A classical example of anti addition is the bromination (or any halogenation) of alkenes, which results in a trans-isomer of the products.

The type of addition that occurs depends on multiple factors of a reaction and is defined by the final orientation of the substituents on the parent molecule. Syn and anti addition reactions are related to Markovnikov's rule for the orientation of a reaction.

Comparative Table: Syn vs Anti Addition

The difference between syn and anti addition lies in the orientation of substituents on a double bond during a chemical reaction. Here is a table comparing the two types of addition:

Syn Addition Anti Addition
Addition of two substituents to the same side (or face) of a double or triple bond. Addition of two substituents to opposite sides (or faces) of a double or triple bond.
The substrate is usually an alkene or alkyne. The substrate is usually an