organic chemistry · organic chemistry •organic chemistryis the chemistry of carbon-based...
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Organic Chemistry
• Organic chemistry is the chemistry of carbon-based compounds.
• There are two reasons why there are millions of organic chemicals.– Carbon atoms can form strong bonds to
other carbon atoms and still form bonds to atoms of other elements.
– There are many different ways to arrange the same atoms in carbon-based compounds.
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Isomers
• Isomers are molecules with the same atoms (same molecular formula) but a different arrangement of the atoms in space (different structural formula).
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Ways to Describe Organic Compounds (Methylpropane)
• Lewis structures
• Condensed formulasCH3CH(CH3)CH3
• Line drawings
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Ways to Describe Organic Compounds(butyl ethyl ether)
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Ways to Describe Organic Compounds(1-hexanol)
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Ways to Describe Organic Compounds(3-hexanol)
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Alkanes
2,2,4-trimethylpentane, CH3C(CH3)2CH2CH(CH3)CH3
Hydrocarbons (compounds composed of carbon and hydrogen) in which all of the carbon-carbon bonds are single bonds
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Pre-ignition Knock and Octane Rating
Heptane 2,2,4-trimethylpentane
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Steps to Octane Rating
• Measure efficiency and degree of vibration for a test engine running on various percentages of heptane (a straight-chain hydrocarbon) and 2,2,4-trimethylpentane (a branched-chain hydrocarbon).
• Run the same test engine with the gasoline to be tested, and measure its efficiency and degree of vibration.
• Assign an octane rating to the gasoline based on comparison of the efficiency and degree of vibration of the test engine with the gasoline and the various percentages of 2,2,4-trimethylpentane (octane or isooctane) and heptane. For example, if the gasoline runs the test engine as efficiently as 91% 2,2,4-trimethylpentane (octane or isooctane) and 9% heptane, it gets an octane rating of 91.
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Alkenes
2-methylpropene (isobutene), CH2C(CH3)CH3
Hydrocarbons that have one or more carbon-carbon double bonds
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Alkynes
Hydrocarbons that have one or more carbon-carbon triple bonds
Ethyne (acetylene), HCCH
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Benzene
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Benzene
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Arenes (or Aromatics) - Compounds that contain the benzene ring
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Alcohols
Glycerol, HOCH2CH(OH)CH2OH
Compounds with one or more -OH groups attached to a hydrocarbon group
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Other Common Alcohols
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Carboxylic Acids
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Fatty Acids
Stearic acid, CH3(CH2)16CO2H
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Ethers
Diethyl ether, CH3CH2OCH2CH3
Two hydrocarbon groups surrounding an oxygen atom
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Aldehyde
2-methylbutanal, CH3CH(CH3)CH2CHO
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Ketones
2-propanone (acetone), CH3COCH3
The R’s must be hydrocarbon groups. They cannot be hydrogen atoms.
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Esters
Ethyl butanoate, CH3CH2CH2CO2CH2CH3
The R’ must be a hydrocarbon group. It cannot be a hydrogen atom.
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Amine
Trimethylamine, (CH3)3N
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More Amines
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Amides
Ethanamide (acetamide), CH3CONH2
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DifunctionalCompounds - GABA
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Example 1
CH3CH2CH2CH2OCH2CH2CH2CH3
or CH3(CH2)3O(CH2)3CH3
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Example 2
CH3C(CH3)CHCH2CH3
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Example 3
CH3CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CO2Hor CH3(CH2)10CO2H
CH3CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2COOHor CH3(CH2)10COOH
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Example 4
CH3C(CH3)2CH2CH2CHO