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
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Slide1
Unit 13ORGANIC CHEMISTRY
Slide2Aim #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
Slide3Why is carbon so special?Has 4 valence electrons, so it can bond 4 times to achieve a stable octet
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
Slide5Which of the following are organic?
Which of the following are hydrocarbons?
Slide6Types of Chemical Formulas
Molecular Formula
- shows the
# of atoms
of each element in a
compound (least
informative
formula)Ex. Propane = C3H8
Slide7Types of Chemical Formulas
Structural Formula-
shows the
number of atoms of each element
AND
the arrangement of the atoms
; most informative formula
Ex. Propane =
Slide8Types 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
Slide9Structural Formula
Condensed Formula
CH
3
C
2
CH
3
Slide10HOMOLOGOUS SERIES
Table Q shows the general formulas and structures for 3 families of hydrocarbons
Slide11Alkanes-
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
Slide122. Alkenes- double bonded hydrocarbons, contains (C=C)
These bonds are considered unsaturated
General formula: C
n
H
2n
Example:
Butene
Slide133. Alkynes – triple bonded hydrocarbons, contains (C- C triple bonds)
These bonds are considered unsaturated
General formula C
n
H
2n-2
Example:
Propyne
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
Slide15How 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.
Slide16How 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.
Slide17How 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.
Slide18Slide19Slide20Slide21Aim # 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
Slide22What 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)
Slide23What are isomers?
Pentane Isomers
Slide24What are isomers?
Pentene Isomers
Slide25Aim # 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)
Slide26How can we name and draw substituted hydrocarbons?
chloromethane
Slide27How can we name and draw substituted hydrocarbons?
dichloromethane
Slide28How can we name and draw substituted hydrocarbons?
F
H
H - C – C – H
H H
1-fluoroethane
Slide29How can we name and draw substituted hydrocarbons?
1,1 -
difluoroethane
Slide30How can we name and draw substituted hydrocarbons?
F
H
H - C – C – H
H F
1,2 -
difluoroethane
Slide31How can we name and draw substituted hydrocarbons?
1-
fluoro, 1,2 –
dibromo
ethane
Slide32How can we name and draw substituted hydrocarbons?
1,2 –
dichloropropane
How can we name and draw substituted hydrocarbons?
1,3 -
dicholoropropane
Slide34How can we name and draw substituted hydrocarbons?
2-methylpropane
Slide35How can we name and draw substituted hydrocarbons?
2,2 – dimethyl butane
Slide36How can we name and draw substituted hydrocarbons?
2, 2, 3 –
trimethyl
pentane
Slide37Aim # 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
Slide38Halides- Have one of the halogens as a branched group
F (
fluoro
)
Cl (
chloro
)
Br (
bromo
)
I (
iodo
)
Slide39Fluoromethane
1, 2
dibromo
ethane
Chloromethane
Slide40Alcohols
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)
Slide41Organic 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
”
Slide42Aldehydes
CHO group
found
at the end
of the hydrocarbon
chain
Soluble and reactive
Has the suffix
“-al
”
Slide43Ketones
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
Slide44Ester
Contains COO connecting parent chain to
branch
Smell nice! Found in perfumes, foods
Has the suffix
-
anoate
Slide45Amine
Nitrogen
is
present
Used in dyes
,
f
ound in proteins, DNA
Has the suffix
-
amine
Slide46Amide
propanamide
Contains
Used in dyes
Has the suffix -
amide
Slide47Ether
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
”
Slide48Aromatic 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
Slide49Aim # 6 What are the different organic reactions?
Slide501. 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
Slide512. 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
Slide523. 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
Slide534. 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
Slide545. Saponification
A
fat
reacts with a
base
to produce and alcohol (look for glycerol) and a soap
Slide55Fermentation
Glucose yields ethanol and
CO
2
Slide56Polymerization5CH
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
)