Organic Chemistry Objectives 1. Name alkanes from the structure and given the name, be able to draw the structure. 2. Distinguish between saturated and unsaturated hydrocarbons. 3. Describe the structures of alkenes and alkynes. 4. Name alkenes and alkynes from their structure and given the name, be able to draw the structure. 5. Describe the properties of alkanes, alkenes and alkynes. 6. Describe functional groups and give examples. 7. Describe the structures of alkanes, including branched, unbranched, and cyclic alkanes. 8. Describe polymers.
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Organic Chemistry Objectives 1.Name alkanes from the structure and given the name, be able to draw the structure. 2.Distinguish between saturated and unsaturated.
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Organic Chemistry Objectives
1. Name alkanes from the structure and given the name, be able to draw the structure.
2. Distinguish between saturated and unsaturated hydrocarbons.
3. Describe the structures of alkenes and alkynes.
4. Name alkenes and alkynes from their structure and given the name, be able to draw the structure.
5. Describe the properties of alkanes, alkenes and alkynes.
6. Describe functional groups and give examples.
7. Describe the structures of alkanes, including branched, unbranched, and cyclic alkanes.
8. Describe polymers.
Hydrocarbons
Hydrocarbons are organic compounds.
-organic compound: carbon containing compounds with the exceptions of carbon dioxide, carbides and carbonates
alkane: hydrocarbon containing only C-C single bonds (-ane ending)
-saturated hydrocarbon: each carbon contains a
maximum of 4 single covalent bonds with other
atoms
-can be shown as straight chains, branched chains,
or cyclic chains
-follows the formula:
CnH2n+2
example: if n = 1, then C1H2(1)+2
to give CH4
Unbranched Alkanes
C-C bonds form in a straight line.
Naming Unbranched Alkanes
1. Use a prefix for the number of carbons it contains: meth- 1 C hex- 6 C eth- 2 C hept- 7 C prop- 3 C oct- 8 C but- 4 C non- 9 C pent- 5 C dec- 10 C2. Follow the prefix with the ending, -ane
Example: C8H18 is named octane
Hint: Hydrogen has nothing to do with the actual naming of the compound, except help you determine if the C-C bonds are single or multiple
Branched Alkanes
Name is derived from a straight-chain alkane by replacing one or more of the
hydrogen atoms by alkyl groups (which are substitued for one or more H’s) 1. a suffix that identifies the parent straight-chain alkane ♦count the number of C atoms in the longest continuous chain 2. a prefix that identifies the branching alkyl group and the number of the carbon atom to which it is attached (see p 702, Table 22-2)
Naming Branched Alkanes
1. Propane will be part of this compound’s name because the longest continuous chain has three carbons.
2. Two methyl branches are present, both on the second carbon.
♦when more than one branch of the same kind is shown, use the Greek prefixes (mono-, di-, etc.)
♦number each substituted group using the number of the carbon it is attached to (in this case, C #2)
Naming Branched Alkanes
3. What do we have?
- propane as the parent chain
- two methyl groups on the second
carbon
4. The name is:
2,2-dimethylpropane
Branched alkanes can become very complicated very quickly.
Naming Branched Alkanes
We will work through the example on p 704 of you textbook.
Do the practice problems on p 705 # 1-2 all.
Cyclic Alkanes
cycloalkane: alkanes where the carbon atoms are arranged in a ring (cyclic) structure
-contain minimum of 3 carbons
Use the same rules for naming straight-chain alkanes, but with a few modifications:
-the ring is the parent chain
Naming Cyclic Alkanes
1. Count the number of carbons and name as a
straight-chain alkane
2. Once named, place the prefix, cyclo- in front
Naming Cyclic Alkanes
Cyclic alkanes, like branched alkanes, can contain substituent groups, with each group attached being numbered with the lowest possible set of numbers
♦ if there is only one substituted group, you do not
1. In general, the more carbons present in a straight-chain alkane, the higher its melting and boiling points.
2. They are relative unreactive.3. Because alkanes don’t have any polar bonds, they
will dissolve only those organic compounds that are nonpolar or that have low polarity, such as oils and waxes.
4. Are immiscible in water because they are nonpolar.
5. Readily undergo combustion in oxygen
Alkenes
unsaturated hydrocarbon: contains one or more double or triple bonds between carbon atoms
-does not have a maximum number of H
alkene: has at least one double bond between carbon atoms
-cannot have a one carbon alkene because you must
have at least 2 carbons for a double bond to occur
-alkenes with one double bond have twice as many
hydrogens as carbons, as shown in the formula
CnH2n
-look at Table 22-4 on page 711
Naming Alkenes
Alkenes are named in much the same way as alkanes, except we change the –ane ending to –ene
-examples: ethane becomes ethene
H2C=CH2
propane becomes propene
H2C=CH-CH3
-if there are more than 4 carbons, you must state the
location of the double bond using the lowest number
possible
C=C-C-C is 1-butene (not 3-butene)
C-C=C-C is 2-butene
Naming Cyclic AlkenesWhen you name cyclic alkenes, carbon number 1 must be attached to the double bond -example: cyclopentene (not 1-cyclopentene, since the 1 is assumed)
-example: 1,3-dimethylcyclopentene
What if the alkene is branched?
Naming Branched Alkenes
You name branched alkenes like branched alkanes with 2 differences:
-parent chain is always the longest chain that includes
the double bond, even if it is not the longest chain of
C atoms
-the position of the double bond, not the branches,
that determines how the parent chain is numbered
CH3
Example: CH2=C-CH2-CH3
2-methylbutene
Lets look at the example on p 713
Naming Alkenes Practice
P 714 # 18
P 716 # 21 b & d
More Alkane & Alkene Practice
P 732-733 # 61-65, 66ab, 67
Properties & Uses of Alkenes
Properties
1. Nonpolar, making them insoluble in water
2. Relatively low melting and boiling points
3. Fairly reactive (electron density around double bond)
Uses
1. Making plastic bags/jugs (polyethylene)
2. Ripening fruit (ethylene, or ethene-fat soluble hormone)
3. Making rubber (different alkenes)
4. aromatics/scents
Alkynes
Another group of unsaturated hydrocarbons are alkynes.
alkyne: contains one or more C-C triple bonds
-must have at least 2 carbons
-are named using the same rules as naming alkenes, except with the ending –yne instead of –ene
Properties of Alkynes
1. Similar chemical and physical properties as alkenes, though tend to be more reactive because of the high area of electron density on the triple bond
-will burn at temp >3000oC when in the presence of O2
Uses of Alkynes• Acetylene (ethyne) torches in welding• As a reagent in the manufacture of plastics and
other organic industrial chemicals
Practice
P 716 # 21a, p 733 # 66c
Functional Groups
Objectives:1. Describe a functional group and give
examples.
You have learned that there are thousands of different hydrocarbons because carbon atoms can link together and form straight, branched, and cyclic compounds.
However, carbon can also bond with atoms other than hydrogen or other carbon compounds; the most common are: O, N, F, Cl, Br, I, S and P
functional group: an atom or group of atoms that reacts in a certain way in an organic molecule.
•the addition of a functional group produces a
compound with different physical and chemical
properties than the parent hydrocarbon.
•there are several important functional groups you
need to know (see page 738, Table 23.1) and the
following:
1. phosphate -PO4
2. sulfhydryl -SH
*functional groups change the shape of a hydrocarbon molecule