Stereoisomers: Optical Isomers

PART 2CH21 Problem Solving Class

Sample Problem

Sample Problem

S S S

R RS S

R

enantiomers

same

same

same

Review Problem

Review Problem

Diastereomers

Diastereomers

Sample Problem

Epimers: Special Diastereomers, different with ONE chiral center

Sample Problem:

Meso Compounds

Meso Compounds

Meso Compounds

Meso Compounds

Sample Problem

Sample Problem

Racemic Mixtures & Resolving

Racemic Mixtures & Resolving

Review of Isomerism

Stereochem of Reactions

Stereochem of Reactions

Sample Problem

Sample Problem

Sample Problem

• Equal chance to attack both carbons from the top, vs. both carbons from the bottom, which means you’ll have 2 racemic pairs (50:50)

• BUT THEN THESE RACEMIC MIXTURES aren’t 50:50 because of the methyl group in the ‘up’ position… meaning it won’t be a 25:25:25:25 mixture of all for, but a A:A:B:B ratio

Prochirality

Prochirality

• Using our RIGHT HAND RULE, try to see if you can get a 1-2-3 with your right hand. The face where your thumb points to is the Re face!

• Then with your left land, find 1-2-3, and you’ll find the Si face.

Prochirality• Using our RIGHT HAND RULE, try to see if you can get

a 1-2-3 with your right hand. The face where your thumb points to is the Re face!

• Then with your left land, find 1-2-3, and you’ll find the Si face.

Sample Problem

Sample Problem

Sample Problem

Sample Problem

Prochirality

Sample Problem

Sample Problem

Sample Problem

Sample Problem