11.2 Terminology Describing Stereochemistry

11.2 Terminology Describing Stereochemistry

  • Use the information provided to draw the product that you expect.
  • Special terminology is used to describe the stereochemistry of a reaction.
  • We know which two groups are adding to the double bond.
    • We need to know the stereochemistry of the reaction in order to draw the products correctly.
    • In a different way, we will explain this.
  • 2 were hybridized and trigonal.
  • All four groups are connected to the same plane.
  • This way of drawing the alkene will make it easier to explore stereochemistry, since all bonds are shown as wedges and dashes.
  • The regiochemistry is described by Markovnikov.
    • We will see such an example very soon.
  • There are four possible products.
  • Some reactions are not stereospecific, and we might expect all four possible products.
    • The mechanism for each reaction will always explain the stereochemistry of the reaction as we go through each reaction in this chapter.
    • Let's make sure we know what we're talking about.
    • When all of the information has been provided, we will practice drawing the products.
  • The examples we have seen so far are not containing a ring.
    • The products are easier to draw because we don't have to change the alkene before starting.
  • The regiochemistry is the first thing we look at.
    • Markovnikov means that the OH group will be positioned at the less substituted carbon.
    • The products are easy to draw since the alkene is a cyclic compound.
  • There are examples where no stereocenters are being formed.
  • Stereochemistry is irrelevant in situations like this.
    • There is one product.
  • Stereochemistry is irrelevant if the compound doesn't have any other stereocenters.
    • There are only two possible products with only one stereocenter.
    • A racemic mixture is obtained.
  • The regiochemistry is the first thing we look at.
    • We are not told what the regiochemistry is because it is irrelevant.
    • Stereochemistry is looked at next.
  • If the reaction had not been stereospecific, we would have obtained the same two products.
  • We are close to learning the reactions.
    • We need to explore one more aspect of the stereochemistry of addition reactions.
  • There aren't two products here.
    • The two drawings above are the same compound.
    • There is only one product in this case.
    • You can either use both OH groups on wedges or use both OH groups on dashes.
    • You are drawing the same thing.
  • Three groups are rotating in space.
  • This is an important point.
  • The regiochemistry is the first thing we look at.
    • The regiochemistry is irrelevant in this case because we are adding two groups of the same kind.
  • Stereochemistry is looked at next.
    • We don't have to change the alkene to draw this pair of enantiomers.
  • In this case, we have a plane of symmetry, because we look for a plane of symmetry.
    • We don't draw the drawings above as our answer.
    • We have one drawing to choose from.
  • Predict the products using the information provided.