CHIRALITY

Drawing Enantiomers
Fischer Projection
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Drawing Enantiomers
Perspective Formulas
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Determining R,S Configuration

Example:
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Determining R,S Configuration

Example:
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Determining R,S Configuration

Example:
Indicate whether each of the following structures has the R or
the S configuration:
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Determining R,S Configuration

Example:

Cl Cl
H3CH2C CH2CH2CH3 H 3CH2CH2C CH 2CH3

H H
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Determining R,S Configuration

Example:

CH3 CH3
H OH HO H
CH2OH CH2CH 3
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Determining R,S Configuration

Example:
Indicate whether each of the following structures has the R or
the S configuration:
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Do the following structures represent identical

molecules or a pair of enantiomers?
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Isomers with more than one chiral centers

Example:
3-bromo-2-butanol

CH 3CHCHCH3
Br OH
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R,S system for Isomers with more than one chiral centers

Example:
3-bromo-2-butanol
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R,S system for Isomers with more than one chiral centers
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Drawing Perspective Formulas

Example:
Draw perspective formulas for the following
compounds:

1. (R)-2-butanol
2. (2S,3R)-3-chloro-2-pentanol
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Stereoisomerism in cyclic Compounds

Examples:
1. 1-Bromo-2-methylcyclopentane
2. 1-Bromo-3-methylcyclobutane

3. 1-Bromo-3-methylcyclohexane
4. 1-Bromo-4-methylcyclohexane
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MESO COMPOUNDS

Characteristics of Meso Compounds

1. Contain at least two asymmetric C atoms but possess
symmetry element/s
2. groups bonded to one asymmetric carbon are
identical to the four atoms or groups bonded to the
other asymmetric Carbon (ex. 2,3-butanediol)
3. In the case of cyclic compounds, the cis isomer will
be the meso compound and the trans isomer will exist
as enantiomers (ex. 1,2-dibromocyclohexane)
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MESO COMPOUNDS

Which of the following compounds has a stereoisomer that

is a meso compound?
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MESO COMPOUNDS

Example:
Which of the following are chiral?