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Published byGordon Hancock Modified over 8 years ago
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Unsaturated Hydrocarbons
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Definiton A n unsaturated hydrocarbon is one which contains at least one double or triple bond between carbon atoms. T here are three kinds we will discuss: –A–Alkenes –A–Alkynes –A–Aromatics
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Alkenes A lkenes have at least one double bond between carbon atoms. bond bond
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Naming Alkenes A lkenes are named in a very similar manner to alkanes. T he same prefixes are used. R emove the –ane ending and replace it with –ene.
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T he simplest alkene is ethene. I ts molecular formula is C 2 H 4.
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Next… This is propene.
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Four carbons or more…. T hings are a little bit more complicated when you have a four carbon alkene. T he name must identify where the double bond occurs, so the carbons are numbered.
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The double bond on this molecule is located on the first carbon. This is named 1-butene.
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The double bond on this molecule occurs at the second carbon. This is named 2-butene.
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Notice a difference between these two molecules? These are known as geometric isomers. What is the difference?
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Note how the ends of the molecule are on the SAME SIDE of the double bond. This is a cis- isomer of 2-butene. It is named cis-2-butene. Methyl groups on same side of double bond
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Note how the ends of the molecule are on OPPOSITE sides of the double bond. This is a trans- isomer of 2-butene. It is named trans-2-butene. One methyl above double bond One methyl below double bond
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What is the name of this alkene? Does it need a cis- or trans- designation? 1-pentene
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trans-2-pentene cis-2-pentene
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1-hexene
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trans-2-hexene
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cis-2-hexene
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trans-3-hexene cis-3-hexene
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What about more than one double bond??? This is 2,4-hexdiene
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And cyclic alkenes too???? cyclopropene
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1,3-cyclopentadiene!
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trans-1-chloro-propene
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3-bromo-1,4-cyclohexadiene
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4-chloro-cis-2-pentene
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This is an alkyne. It has a triple bond between the carbon atoms. Take the –ene ending from an alkene and change it to –yne. This is ethyne.
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2-butyne 1-butyne
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What would you name this compound? 1,3,5-cyclohexatriene? Wouldn’t you like a name that’s a little easier on the brain?
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This is benzene. It is often represented like this. Note the alternating double- single bonds.
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Benzene is classified as an aromatic compound. Aromatic compounds have structures with alternating double and single bonds. Most contain a benzene ring. Here are a few you should recognize and KNOW:
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Napthalene Anthracene (The main ingredient in mothballs.) One of the first identified carcinogens.
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In the 1800’s, doctors in Great Britain noted a significant number of chimney sweeps developed scrotal cancer. The incidence of cancer was linked to exposure to the soot in chimneys. A major component of soot is anthracene.
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