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The study of carbon-based compounds and their properties.

Organic Chemistry

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Page 1: Organic Chemistry

The study of carbon-based compounds and their properties.

Page 2: Organic Chemistry
Page 3: Organic Chemistry
Page 4: Organic Chemistry

Historically the distinction between inorganic and organic substances was based on whether or not they were produced by living systems. It was believed that some sort of “life force” was needed to synthesize them.

Page 5: Organic Chemistry

In 1828, the German chemist Freidrich Wohler (1800-1882) prepared urea from the inorganic salt ammonium cyanate by simple heating.

NH4OCN H2N—C—NH2

O

urea

Page 6: Organic Chemistry

Hydrocarbons: contain only hydrogen and carbon

Hydrocarbons

Aliphatic Aromatic

Alkanes Alkenes Alkynes Cyclic

Hydrocarbons can be divided into different types, depending on their bonding.

Page 7: Organic Chemistry

Naming Organic Molecules

Alkanes - - Carbon chain, no double or triple bonds. All single bonds (saturated)

Alkenes - - Carbon chain, contains double bond(s) (unsaturated)

Alkynes - - Carbon chain, contains triple bond(s) (unsaturated)

Page 8: Organic Chemistry

Naming Organic Molecules

There are two parts to the main name of each molecule…

prefix: tells the # of carbons in main chain or ring

suffix: tells the type of bonding in the chain or ring

Page 9: Organic Chemistry

Prefix: indicates number of carbon atoms in the main chain or ring

1 meth-

2 eth-

3 prop-

4 but-

5 pent-

6 hex-

7 hept-

8 oct-

9 non-

10dec-

Page 10: Organic Chemistry

Suffix: indicates types of bonds present

Alkanes: (all single bonds) ___ -ane

Alkenes: (double bond) ___ -ene

Alkyne: (triple bond) ___ -yne

Page 11: Organic Chemistry

Saturated Hydrocarbons: the ALKANES: chains of carbon

connected by single bonds: contain only single C-C bonds

Page 12: Organic Chemistry

Saturated v. Unsaturated fats

Saturated with H

Single bonds are free to rotate, so these fats can pack tightly (solid @ room temp)

Page 13: Organic Chemistry

Which one is saturated?

Page 14: Organic Chemistry

For a bit of a demonstration… Good Eats fat train analogy

Watch episode from 1:30 to 5:00

Page 15: Organic Chemistry

ALKANES

Page 16: Organic Chemistry

ALKANES

Page 17: Organic Chemistry

ALKANESpropane, C3H8

Page 18: Organic Chemistry

ALKANESbutane, C4H10

Page 19: Organic Chemistry

ALKANESpentane, C5H12

Page 20: Organic Chemistry

ALKANEShexane, C6H14

Page 21: Organic Chemistry

ALKANESoctane, C8H18

Page 22: Organic Chemistry

Don’t write this example down, but watch to see where we’re going with this…

Page 23: Organic Chemistry

(Although you will be required to include the H’s if you take IB Chemistry)

Page 24: Organic Chemistry
Page 25: Organic Chemistry
Page 26: Organic Chemistry

“Normal” v. Branched

“normal” hydrocarbons are straight chains; no branching

Branched-chain hydrocarbons – isomers of “normal” hydrocarbons; have same formula, but different structures

Page 27: Organic Chemistry

n-butane

Page 28: Organic Chemistry

2-methlypropane

Page 29: Organic Chemistry

n-pentane

Page 30: Organic Chemistry

2-methylbutane

Page 31: Organic Chemistry

Are there any other pentane isomers?

Page 32: Organic Chemistry

Another branched alkane:

2,2-dimethylpentane

Page 33: Organic Chemistry

cyclopentane

Cycloalkanes

Page 34: Organic Chemistry

Cycloalkanes cyclobutane

Page 35: Organic Chemistry

Cycloalkanes ________________________

methyl-

ethyl-

1

2

3

3

2

1

green or red?

-ethyl- -methylcyclopentane1 3

Page 36: Organic Chemistry

Unsaturated Hydrocarbons: ALKENES – contain C-C double bonds

2-pentene

Page 37: Organic Chemistry

Unsaturated Hydrocarbons: ALKENES – contain C-C double bonds

2,4-hexadiene

Page 38: Organic Chemistry

Unsaturated Hydrocarbons: ALKYNES – contain C-C triple bonds

1-butyne

Page 39: Organic Chemistry

Unsaturated Hydrocarbons: ALKYNES – contain C-C triple bonds

3-ethyl-1-pentyne

Page 40: Organic Chemistry

Aromatic Hydrocarbons:

benzene – the simplest aromatic hydrocarbon; has a symmetrical ring structure

Page 41: Organic Chemistry

Aromatic Hydrocarbons:

benzene – can be drawn like this…

Page 42: Organic Chemistry

Derivatives of benzene:

1-ethyl-2-methylbenzene

Page 43: Organic Chemistry

Derivatives of benzene:

1,2-dimethyl-4-propylbenzene

Page 44: Organic Chemistry

For your homework:

If a halogen is attached, use the following prefixes:

fluoro- chloro-bromo-iodo-

(instead of methyl-, ethyl-, propyl-, etc.)