5. Chirality

Provide the IUPAC name for the following molecules.

(c)

Draw the structure that corresponds to the compound names shown.

(a) (S)-3-bromo-3-ethylcyclohex-1-ene

Name the following:

a.

b.

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)

Given the name, draw the structure of the following compounds.

(c) (3S,6Z)-8-ethyl-3-iododeca-1,5-diene

Write structural formulas for the following compounds (includes both old- and new-style names).

(j) vinylacetylene

(k) (S)-3-methyl-1-penten-4-yne

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?

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

(a)

Which of the following compounds has an $S$ configuration at its stereocenter?

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

c.

Draw the structures that correspond to the following IUPAC names.

(c) (S)-3-fluoropent-1-yne

What is the difference between $R$ and $S$ configuration in chiral molecules?

Given the name, draw the structure of the following compounds.

(b) (4Z,8R)-8-bromo-5-methylnon-4-ene

Prioritize the substituents at each chiral center and then, by comparing them to the models you created in Section 6.3.2, label the absolute configuration as R or S.

(d)