In Problem 5-3, you drew the enantiomers for a number of chiral compounds. Now go back and designate each asymmetric carbon atom as either (R) or (S).
(c)
(d) 1-bromo-2-methylbutane

Draw structures for the following:

a. (S)-1-bromo-1-chlorobutane

b. (2R,3R)-2,3-dichloropentane

c. an achiral stereoisomer of 1,2-dimethylcyclohexane

3,4-Dimethylpent-1-ene has the formula CH₂=CH—CH(CH₃)—CH(CH₃)₂. When pure (R)-3,4-dimethylpent-1-ene is treated with hydrogen over a platinum catalyst, the product is (S)-2,3-dimethylpentane.

a. Draw the equation for this reaction. Show the stereochemistry of the reactant and the product.

b. Has the chiral center retained its configuration during this hydrogenation, or has it been inverted?

In Problem 5-3, you drew the enantiomers for a number of chiral compounds. Now go back and designate each asymmetric carbon atom as either (R) or (S).

(e) chlorocyclohexane

(f) cis-1,2-dichlorocyclobutane

In Problem 5-3, you drew the enantiomers for a number of chiral compounds. Now go back and designate each asymmetric carbon atom as either (R) or (S).

(a)

(b)

3,4-Dimethylpent-1-ene has the formula CH₂=CH—CH(CH₃)—CH(CH₃)₂. When pure (R)-3,4-dimethylpent-1-ene is treated with hydrogen over a platinum catalyst, the product is (S)-2,3-dimethylpentane.

c. The reactant is named (R), but the product is named (S). Does this name change imply a change in the spatial arrangement of the groups around the chiral center? So why does the name switch from (R) to (S)?

Naproxen is a commercially available anti-inflammatory sold under the name Aleve.

(a) Assign the absolute configuration as R or S.

Given the following IUPAC names, draw the corresponding structures.

(a) (R)-3-isopropyl-6-methylnon-1-ene