What is the IUPAC of the following compound?

S)-2,2-Dimethyl-3-pentanol
R)-2,2-Dimethyl-3-pentanol
R)-4,4-Dimethyl-3-pentanol
S)-1-tert-Butyl-1-propanol

Question

What is the IUPAC of the following compound?

S)-2,2-Dimethyl-3-pentanol 
R)-2,2-Dimethyl-3-pentanol 
R)-4,4-Dimethyl-3-pentanol 
S)-1-tert-Butyl-1-propanol

Quizplus · Accepted Answer

The compound is chiral due to the presence of a stereocenter (the carbon with four different substituents). To assign the configuration at this center, we look at the priority of the four substituents (based on atomic number). The substituents are ranked as follows: tert-butyl > methyl > methyl > hydroxyl. If the lowest priority group (hydroxyl) is pointing away from us, then the molecule must be oriented such that the two highest priority groups (tert-butyl and one of the methyls) are on the same side of the stereocenter. In this orientation, the remaining two groups (the other methyl and the hydroxyl) will be oriented opposite to one another. This is the (R) configuration, so the correct answer is B, (R)-2,2-Dimethyl-3-pentanol.

What Is the IUPAC of the Following Compound