Question

What is the IUPAC name of the following compound a. (R)-3-chloro-1-methylcyclohexene b. (S)-3-chloro-1-methylcyclohexene c. (R)-1-chloro-3-methyl-2-cyclohexene d. (S)-1-chloro-3-methyl-2-cyclohexene

Answer 1

The answer is: (R)-1-chloro-3-methyl-2-cyclohexene.

R- and S- configuration: The nomenclature "right-handed" and "left-handed" is used to name the enantiomers of a chiral compound. Stereocenters are indicated as R or S.

How can the R- and S- configuration is assigned to a structure.

• We must first identify the carbon(s) with the four distinct groups (atoms) connected in order to designate an absolute configuration. These are called centers of chirality.
• Give each atom attached to a chiral center a priority based on its atomic number. The higher the atomic number, the higher the priority.
• Draw an arrow starting at priority one and going to priority two and then to priority 3:
• If the arrow goes clockwise, as in this case, the absolute configuration is R configuration.
• In contrast, if the arrow goes counter-clockwise, then the absolute configuration is S configuration.
• Now, the given structure is (shown in image). The priority is given as ( image 2). As the priority is going clockwise, thus the configuration is 'R'.
• Hence, the IUPAC name of compound is-  (R)-1-chloro-3-methyl-2-cyclohexene.

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