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Chapter 6 Chapter 6

Creating with CarbonCreating with CarbonThe Importance of Molecular StructureThe Importance of Molecular Structure

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Organic Chemistry

The chemistry of most carbon-containing compounds.

Key ideas:

Structure dictates function

Organic molecules can be manipulated in systematic, repeatable and predictable ways

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4

Example VSEPR StructuresH

H

H

H H

HH

HH

H

N

H

H H

5

More VSEPR Structures

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-bonds of Formaldehyde

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Benzene – Lewis and 3-D Structures

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

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9

10

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Water is “Polar” It has one “+” end and one “—” end. Poles on one water interact with

oppositely-charged poles on other waters. A 3-D network of intermolecular forces

is the result. Most important among these is hydrogen-

bonding. Water is, therefore, a liquid (with many

unique properties) at ambient conditions.

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Exercise 6.3: Impact of Structure

on Vit. A (top), C (bottom) Dosage

OH

CH3

CH3CH3CH3 CH3

O

OHOH

O

OH

OH

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Stearic AcidO

O

HH

H

H

H

H

H

H

H

H

H H

HH

H

H

H

H

H

H

H

H

H H

HH

H

H

H

HH

H

HH

H

H

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Oleic AcidH

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H

H H H

H

H

H

H

H

H

H

H

H

H

H

H

H

O

OH

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Linoleic AcidH

H

H

H

H

H

H

H

H

H

H

H H H

H

H H H

H

H

H

H

H

H

H

H

H

H

H

H

H

O

OH

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Steroid Steroid 17-member common 17-member common skeletonskeleton

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110

5

43

98

7

6

11

1213

14

17

16

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Steroids: Estradiol (left) Testosterone (right)

OH

OH

CH3

O

OH

CH3

CH3

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Optical Isomers – alanine(Hydrogen atoms deleted for clarity in ball and stick model)

OH

O

CH3

CH3NH2

NH2O

OHCH3

CH3