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Unit 13 ORGANIC CHEMISTRY Unit 13 ORGANIC CHEMISTRY

Unit 13 ORGANIC CHEMISTRY - PowerPoint Presentation

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Unit 13 ORGANIC CHEMISTRY - PPT Presentation

Aim 1 What is an organic compound and what are its properties Organic chemistry is the study of carbon and its compounds found in fossil fuels plants animals Examples include gasoline oil ID: 927916

carbon hydrocarbons substituted atoms hydrocarbons carbon atoms substituted chain hydrocarbon draw isomers formula organic bond suffix group table bonds

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Slide1

Unit 13ORGANIC CHEMISTRY

Slide2

Aim #1 What is an organic compound and what are its properties ?

Organic chemistry

is the study of

carbon

and its compounds

found in fossil fuels, plants, animals

Examples include:

gasoline, oil,

sugars

Hydrocarbon

– contains only the elements H & C (TABLE Q)

Therefore, hydrocarbons are organic, but not all organic compounds are hydrocarbons

Slide3

Why is carbon so special?Has 4 valence electrons, so it can bond 4 times to achieve a stable octet

Slide4

Nonelectrolytes (do not conduct electricity)

React

slowly

because they are

covalent

(nonmetal + nonmetal)

Usually low

melting point and boiling pointInsoluble and immiscible in water

PROPERTIES OF ORGANIC COMPOUNDS

Slide5

Which of the following are organic?

Which of the following are hydrocarbons?

Slide6

Types of Chemical Formulas

Molecular Formula

- shows the

# of atoms

of each element in a

compound (least

informative

formula)Ex. Propane = C3H8

Slide7

Types of Chemical Formulas

Structural Formula-

shows the

number of atoms of each element

AND

the arrangement of the atoms

; most informative formula

Ex. Propane =

Slide8

Types of Chemical Formulas

Condensed/Collapsed Formula-

combination of both

structural and molecular formulas

-each

carbon is written with its constituent

hydrogens

followed by the proper subscriptEx. Propane = CH3CH2CH3

Slide9

Structural Formula

Condensed Formula

 

 

CH

3

C

2

CH

3

Slide10

HOMOLOGOUS SERIES

Table Q shows the general formulas and structures for 3 families of hydrocarbons

Slide11

Alkanes-

single bonded hydrocarbons contains ONLY (C-C)

These bonds are considered saturated. They

have the maximum number of hydrogens attached.

Remember

that each bond represents 1 pair of shared

electrons

(2 e- total per bond)

General formula: C

n

H

2n+2

Example: Methane

Slide12

2. Alkenes- double bonded hydrocarbons, contains (C=C)

These bonds are considered unsaturated

General formula: C

n

H

2n

Example:

Butene

Slide13

3. Alkynes – triple bonded hydrocarbons, contains (C- C triple bonds)

These bonds are considered unsaturated

General formula C

n

H

2n-2

Example:

Propyne

Slide14

How can we name hydrocarbons? -IUPAC

To name simple hydrocarbons (straight chain, only C and H), we will put information from

Table

P and Table Q together

Table P shows the

prefix

to determine how many

carbons

are in a compound

Ex

) Give the prefixes for the following:

C

2

H

6

C

4

H

6C5H12C7H14C8H18C10H20

Slide15

How can we name hydrocarbons? -IUPAC

Steps in naming simple (unbranched) hydrocarbons:

How

many

carbon

atoms

are in the longest continuous chain

? Find the prefix for this from Table P

.

If it is an

alkane

, simply add the suffix

-

ane

to the name.

Slide16

How can we name hydrocarbons? -IUPAC

3.

If it is an

alkene

, you must first indicate the

location of the double bond

(s) if the molecule has more than 3 Cs. Do this by numbering the carbons on the chain and stating the l

owest carbon # where the double bond is located

. Then add the suffix “

-

ene

” to the name.

Slide17

How can we name hydrocarbons? -IUPAC

4.

If it is an

alkyne

, you must first indicate the

location of the triple bond(s

) if the molecule has more than 3 Cs. Do this by numbering the carbons on the chain and stating the lowest carbon # where the triple bond is located. Then add the suffix

“-

yne

to the name.

Slide18

Slide19

Slide20

Slide21

Aim # 3 What are isomers?

Isomers have the same

molecular

formula but are rearranged in a different

structure

with different

chemical and physical properties

.

At least

4 carbons

must be present in a molecule to have isomers

Methane, ethane, and propane

DO NOT have any isomers

Slide22

What are isomers?

Butane is the first molecule to have isomers. The

larger

the molecule (the more carbon atoms), the more isomers the molecule will

have

3 ways to make an isomer:

1. Make a branch (on a non-terminal carbon)

2. Move a branch

3. Move a multiple bond (a double or triple bond)

Slide23

What are isomers?

Pentane Isomers

Slide24

What are isomers?

Pentene Isomers

Slide25

Aim # 4 How can we name & draw substituted hydrocarbons?

Count

the longest

parent chain

of carbon atoms – name that

chain

Scan

the chain and take note of anything that is not a C or H

Indicate

the lowest number carbon that has the

substitution

Name

the substitution (F-

fluoro

, Cl-

chloro

, Br-

bromo

, I-iodo, CH3- methyl, CH2 - ethyl)Notice that if there are more than one substitutions, you must indicate all of their locations (which # C they’re attached to), and put a numerical prefix in front of the substitution name (“di-” for 2, “tri-” for 3, “tetra-” for 4)

Slide26

How can we name and draw substituted hydrocarbons?

chloromethane

Slide27

How can we name and draw substituted hydrocarbons?

dichloromethane

Slide28

How can we name and draw substituted hydrocarbons?

F

H

 

H - C – C – H

H H

1-fluoroethane

Slide29

How can we name and draw substituted hydrocarbons?

1,1 -

difluoroethane

Slide30

How can we name and draw substituted hydrocarbons?

F

H

 

H - C – C – H

H F

1,2 -

difluoroethane

Slide31

How can we name and draw substituted hydrocarbons?

1-

fluoro, 1,2 –

dibromo

ethane

Slide32

How can we name and draw substituted hydrocarbons?

1,2 –

dichloropropane

Slide33

How can we name and draw substituted hydrocarbons?

1,3 -

dicholoropropane

Slide34

How can we name and draw substituted hydrocarbons?

2-methylpropane

Slide35

How can we name and draw substituted hydrocarbons?

2,2 – dimethyl butane

Slide36

How can we name and draw substituted hydrocarbons?

2, 2, 3 –

trimethyl

pentane

Slide37

Aim # 5 What are functional groups?Although hydrocarbons are the most basic organic compounds, many other organic compounds form when other atoms replace one or more hydrogen atoms in a hydrocarbon

These atoms or groups of atoms, called

functional groups

, replace hydrogen atoms in a hydrocarbon and give the compound distinctive physical and chemical properties

The naming of these compounds is made easy because they derive their names from the hydrocarbon with the corresponding number of carbon atoms

Slide38

Halides- Have one of the halogens as a branched group

F (

fluoro

)

Cl (

chloro

)

Br (

bromo

)

I (

iodo

)

Slide39

Fluoromethane

1, 2

dibromo

ethane

Chloromethane

Slide40

Alcohols

Have an

–OH

group

F

lammable, soluble

NOT bases (covalently bonded) and NOT

electrolytes

Has the suffix

“-

ol

and must also state the location of the –OH along the carbon chain (using lowest # location)

Slide41

Organic Acids

Have a

carboxyl group (-COOH)

at the last

carbon

Also known as

carboxylic acids

: weak acids/weak electrolytes because they generate

H

+

ions

in solution

Has the suffix

“-

oic

acid

Slide42

Aldehydes

CHO group

found

at the end

of the hydrocarbon

chain

Soluble and reactive

Has the suffix

“-al

Slide43

Ketones

CO group

located on an

interior carbon atom

Can NEVER be a terminal carbon, or it would be an

aldehyde!

Has the suffix

“-one”

Somewhat soluble, needs at least 3

carbons

Slide44

Ester

Contains COO connecting parent chain to

branch

Smell nice! Found in perfumes, foods

Has the suffix

-

anoate

Slide45

Amine

Nitrogen

is

present

Used in dyes

,

f

ound in proteins, DNA

Has the suffix

-

amine

Slide46

Amide

propanamide

Contains

Used in dyes

Has the suffix -

amide

Slide47

Ether

Dimethyl ether

Methyl ethyl ether

a)

look for

–O-

somewhere in the

middle

b)

anesthetic, soluble

c)

Name small chain, then the large chain and follow with suffix

“-

ether

Slide48

Aromatic Hydrocarbons

6

carbons are in a closed ring with alternating double and single bonds

b) Called benzene

c) It

is very

stable

d) Can

be substituted

Methylbenzene

1,4-dichloro benzene

Slide49

Aim # 6 What are the different organic reactions?

Slide50

1. Combustion

In

the presence of

oxygen:

A

hydrocarbon

and oxygen produces CO

2 and water

In limited oxygen:

A hydrocarbon and oxygen produce CO and Water

Slide51

2. Substitution

CH

4

+ Cl

2

CH3

Cl +

HCl

Involves a saturated hydrocarbon

One or more H gets replaced by another atom or group

Compare the number of H on the reactant and product side

Slide52

3. Addition

Involves an unsaturated hydrocarbon, atoms/ groups are added in at a multiple bond site.

Unsaturated hydrocarbon

 saturated hydrocarbon

b.

Hint

: look for 2 reactants and one product

Slide53

4. Esterification

An

organic acid

and

alcohol

makes an

ester

and water

Should be able to recognize the acid group and the hydroxyl group in the reactants

Hint: table R to recognize the ester in the products

Slide54

5. Saponification

A

fat

reacts with a

base

to produce and alcohol (look for glycerol) and a soap

Slide55

Fermentation

Glucose yields ethanol and

CO

2

Slide56

Polymerization5CH

2

=CH

2

→ ( CH

2

-CH2 ) 5

Addition Polymerization:

Unsaturated monomers join by breaking their double or triple bonds to bond with one another, making long chains

Several

monomers combine to make the

polymer

Condensation Polymerization:

Creation of a polymer plus water as a product

When an

unsaturated

hydrocarbon called a

monomer

(one unit), bonds itself in long

chains

creating a

polymer

(many units

)