Question

Practice Problem 05.39g Identify the configuration of each chiral center in the following compound: 135 In the boxes below, first input the number(s) corresponding to the chiral center(s) in numerical order as a comma separated list with no spaces (e.g., "1,3,4"). Then input the configuration(s) of the chiral center(s) in the same order and format (e.g., "R,S,S"). chiral center location(s): Configuration(s):

Answer 1

In the given compound, there are three chiral centers encircled below: " Cl/ -2. 0 12 14 in Chiral center locations: 2,6,12 To assign the configuration, the groups attached to the chiral center must be arranged in an order based on priority. Atom with higher atomic mass is given priority over the atom having lower atomic mass. If the two substituents have same rank, then proceed to the next atom until a point of difference is reached. If the fourth priority atom is at dashed: The order proceeding in clockwise direction is given R configuration and if anticlockwise direction, then given S configuration. If the fourth priority atom is at wedged line: The order proceeding in clockwise direction is given S configuration and if anticlockwise direction, then given R configuration.

Priority order at C2 CIMA The least priority atom is at wedge bond and the sequence follows clockwise direction, therefore configuration at C2 is S. Priority order at C6

CITIN IIIIIIII The least priority atom is at wedge bond and the sequence follows clockwise direction, therefore configuration at C6 is S. Priority order at C12 H C . o The lowest priority atoma is en wedge The least priority atom is at wedge bond and the sequence follows clockwise direction, therefore configuration at C12 is S. Configurations: S,S,S