5. Chirality

For each Fischer projection, label each asymmetric carbon atom as (R) or (S).

(g)

(h)

(i)

For each Fischer projection, label each asymmetric carbon atom as (R) or (S).

(c)

(d)

Draw a Fischer projection for each compound. Remember that the cross represents an asymmetric carbon atom, and the carbon chain should be along the vertical, with the IUPAC numbering from top to bottom.

(c) (S)-1,2-dibromobutane

(d) (R)-butan-2-ol

Draw the four stereoisomers of 1,3-dichloro-2-pentanol using

a. Fischer projections.

What is the configuration of each of the following?

a.

b.

What is the configuration of each of the asymmetric centers in the Fischer projection of

b. D-galactose?

For each structure,

1. star (*) any asymmetric carbon atoms.

2. label each asymmetric carbon as (R) or (S).

3. draw any internal mirror planes of symmetry.

4. label the structure as chiral or achiral.

5. label any meso structures.

(f)

Assign the absolute stereochemistry for each of the following molecules drawn in their Fischer projection.

(d)

What is the configuration of each of the asymmetric centers in the Fischer projection of

c. D-ribose?

What is the configuration of each of the asymmetric centers in the following compounds?

c.

d.

For each Fischer projection, label each asymmetric carbon atom as (R) or (S).

(e)

(f)

What is the configuration of each of the asymmetric centers in the Fischer projection of

e. D-sorbose?

For each structure,

1. star (*) any asymmetric carbon atoms.

2. label each asymmetric carbon as (R) or (S).

3. draw any internal mirror planes of symmetry.

4. label the structure as chiral or achiral.

5. label any meso structures.

(g)

(h)

Which configuration (R or S) does the bottom asymmetric carbon have for the D series of sugars? Which configuration for the L series?