5. Chirality

Name the following alkynes according to the IUPAC rules of nomenclature.

(c)

From the IUPAC name, draw the corresponding structure.

(a) (R)-6-iodo-3-isopropylnon-1-ene

From the IUPAC name, draw the corresponding structure.

(b) (1R,2S)-1-chloro-2-methylcyclobutane

Draw the structure that corresponds to the compound names shown.

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

Given the following IUPAC names, draw the corresponding structures.

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

Draw the structures that correspond to the following names.

(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne

By comparing them to the models you created in Section 6.3.2, label the following chiral centers as R or S.

(j)

Order the following sets of substituents via their priority using the CIP rules. (R = position of attachment to the asymmetric center.)

(a)

Of the following pairs, identify the higher priority substituent according to the CIP rules. (R = position of attachment to the asymmetric center.)

(a)

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.

(a)

Prioritize the substituents at each chiral center and then, by each of the two methods discussed in Section 6.3.2.4, determine the absolute configuration. [Do not use your models, except to check your answers.]

(c)

Prioritize the substituents at each chiral center and then, by each of the two methods discussed in Section 6.3.2.4, determine the absolute configuration. [Do not use your models, except to check your answers.]

(d)

Prioritize the substituents at each chiral center and then, by each of the two methods discussed in Section 6.3.2.4, determine the absolute configuration. [Do not use your models, except to check your answers.]

(h)

Complete the structure of each of these so that it matches the (R) or (S) configuration associated with the name.

(a)

Draw the structure that corresponds to the name provided.

(c) (2E,4S,6Z)-octa-2,6-dien-4-ol