How are these R configurations for 2-bromo-3-methylpentane found?

2020-07-24 10:19 pm
I have some idea of how, but it feels weird.

回答 (1)

2020-07-27 12:33 am
Refer to Figure 1 below. The red numbers show the priorities of the 4 groups or atoms attached to the chiral carbon center on the RIGHT.
The higher the atomic number, the higher the priority.
Base on this, the Br atom gets priority 1, the C atom of the -CH(CH₃)CH₂CH₃ group gets priority 2, the C atom of the -CH₃ group gets priority 3, and the H atom gets priority 4.
Orient the molecule in space so that the lowest priority group (#4) is directed away from you. The three remaining groups then project toward you.
As the three groups projecting toward you are ordered from highest priority (#1) to lowest priority (#3) clockwise, the configuration is “R”.

Refer to Figure 2 below. The blue numbers show the priorities of the 4 groups or atoms attached to the chiral carbon center on the LEFT.
The higher the atomic number, the higher the priority.
Base on this, the C atom of the -CHBrCH₃ group gets priority 1, the C atom of the -CH₂CH₃ group gets priority 2, the C atom of the -CH₃ group gets priority 3, and the H atom gets priority 4.
Orient the molecule in space so that the lowest priority group (#4) is directed away from you. The three remaining groups then project toward you.
As the three groups projecting toward you are ordered from highest priority (#1) to lowest priority (#3) clockwise, the configuration is “R”.


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