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Geometric Isomers Lack of rotation around carbon-carbon double bonds has an important structural implication.

Geometric Isomers Lack of rotation around carbon-carbon double bonds has an important structural implication

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Page 1: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

Geometric IsomersGeometric Isomers

Lack of rotation around carbon-carbon double bonds has an important structural implication.

Lack of rotation around carbon-carbon double bonds has an important structural implication.

Page 2: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

These are not the same. Therefore, they cannot have the same name.

cis-2-butene trans-2-buteneIf the hydrogens are on the same side it

is a cis configuration. If they are on opposite sides of the double bond it is a trans configuration.

These are not the same. Therefore, they cannot have the same name.

cis-2-butene trans-2-buteneIf the hydrogens are on the same side it

is a cis configuration. If they are on opposite sides of the double bond it is a trans configuration.

Page 3: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

Name each:Name each:Cis-2-pentene

1-pentene

Trans-2-pentene

Page 4: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

Name it:

C-C-C-C-C=C-C C H H

5-methyl-cis-2-heptene

Name it:

C-C-C-C-C=C-C C H H

5-methyl-cis-2-heptene

Page 5: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

StereoisomersStereoisomersMolecules of the same molecular structure

that differ only in the arrangement of atoms in space.

What does this mean?You need to understand 2 terms:1. SuperimposableObject is symmetrical - mirror image is no

different then original.Ex- ball

2. NonsuperimposableMirror image cannot be placed on top of

originalEx- your hands

Molecules of the same molecular structure that differ only in the arrangement of atoms in space.

What does this mean?You need to understand 2 terms:1. SuperimposableObject is symmetrical - mirror image is no

different then original.Ex- ball

2. NonsuperimposableMirror image cannot be placed on top of

originalEx- your hands

Page 6: Geometric Isomers  Lack of rotation around carbon-carbon double bonds has an important structural implication

StereoisomersStereoisomersA chiral carbon isasymmetrical when it has 4

different groups.ex - CHFClBrWhere is the chiral carbon?

C-C-C-C-C-C-C C C

A chiral carbon isasymmetrical when it has 4

different groups.ex - CHFClBrWhere is the chiral carbon?

C-C-C-C-C-C-C C C