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17 Nov 2019
Two of your models will be identical because they represent the meso structure. Which are they? (A meso molecule is one which is superimposable on its mirror image (achiral) but has stereogenic centers. The most common kind of meso compound is a molecule with two stereogenic centers and a plane of symmetry.) Arrange the meso model on your desk so you can easily sec the plane of symmetry in one of its conformations. Note that often not all conformations have a plane of symmetry, but as long as one conformation does the molecule is meso. We will now examine the special cases which arise in cyclic systems, beginning with the stereochemistry of substituted cyclopentanes. Construct two models of chlorocyclopentane and rotate them until they look like the drawing of chlorocyclopentane below. On one model, replace H_A with a chlorine to produce model V; on the other model, replace H_B by a chlorine to produce model VI. This produces two cis molecules of 1.2-dichlorocyclopentane (models V and VI). Are models V and VI identical? Are models V and VI enantiomers? Name Model V by the R, S convention: Name Model VI by the R, S convention: Is either molecule meso? If so, indicate the plane of symmetry.
Two of your models will be identical because they represent the meso structure. Which are they? (A meso molecule is one which is superimposable on its mirror image (achiral) but has stereogenic centers. The most common kind of meso compound is a molecule with two stereogenic centers and a plane of symmetry.) Arrange the meso model on your desk so you can easily sec the plane of symmetry in one of its conformations. Note that often not all conformations have a plane of symmetry, but as long as one conformation does the molecule is meso. We will now examine the special cases which arise in cyclic systems, beginning with the stereochemistry of substituted cyclopentanes. Construct two models of chlorocyclopentane and rotate them until they look like the drawing of chlorocyclopentane below. On one model, replace H_A with a chlorine to produce model V; on the other model, replace H_B by a chlorine to produce model VI. This produces two cis molecules of 1.2-dichlorocyclopentane (models V and VI). Are models V and VI identical? Are models V and VI enantiomers? Name Model V by the R, S convention: Name Model VI by the R, S convention: Is either molecule meso? If so, indicate the plane of symmetry.
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Nestor RutherfordLv2
15 Feb 2019