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How does steric hindrance affect addition reactions?

Steric hindrance refers to the crowding around a reactive site in a molecule, usually due to bulky groups attached near a double or triple bond. It can significantly affect addition reactions in the following ways:


1. Slows down the reaction

  • Bulky groups near the double bond make it harder for the electrophile or nucleophile to approach the bond.
  • As a result, the reaction occurs more slowly or may require harsher conditions.

2. Influences the pathway

  • In reactions like hydrohalogenation or halogenation, steric hindrance can favor attack on the less hindered carbon of the double bond.
  • This can change the major product compared to an unhindered alkene.

3. Affects stereochemistry

  • Steric hindrance can prevent syn addition (same side) if there isn’t enough space.
  • In such cases, anti addition (opposite side) may become more favorable.

4. Selective addition

  • Highly hindered alkenes or alkynes may react only partially, stopping at the alkene stage instead of forming the fully saturated product.
  • This is useful in synthesis when selective products are desired.

In short: Steric hindrance makes addition reactions slower, affects which carbon is attacked, influences stereochemistry, and can lead to selective reactions.

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