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ORGANIC CHEMISTRY Chapter 24 Copyright © The McGraw-Hill Companies, Inc. Permission required for reproduction or display.
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Common Elements in Organic Compounds
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Organic Prefixes Number of CarbonsPrefix 1Meth- 2Eth- 3Prop- 4But- 5Pent- 6Hex- 7Hept- 8Oct- 9Non- 10Dec-
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Alkanes All single covalent bonds saturated hydrocarbons because they contain the maximum number of hydrogen atoms that can bond with the number of carbon atoms in the molecule General Formula C n H 2n+2 CH 4 C2H6C2H6 C3H8C3H8 methaneethanepropane
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Alkenes One double bond unsaturated hydrocarbons because they contain the atleast one double or triple General Formula C n H 2n C2H4C2H4 C3H6C3H6 ethenepropene
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Alkynes One triple bond Also an unsaturated hydrocarbon General Formula C n H 2n-2 C2H2C2H2 C3H4C3H4 ethynepropyne
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Structural isomers: molecules that have the same molecular formula but different structures
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How many structural isomers does pentane, C 5 H 12, have? CCCC C HHHHH H HHHHH H CCC C HCH 3 HH H HHHH H CC C H H H HH H n-pentane 2-methylbutane 2,2-dimethylpropane
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Alkyl Groups Functional groups that branch off the main carbon chain An alkane with one less hydrogen CH 4 methane CH 3 methyl
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The parent name of the hydrocarbon is that given to the longest continuous chain of carbon atoms in the molecule. CH 3 CH 2 CHCH 2 CH 3 1234567 4-methylheptane Alkane Nomenclature
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Number in the direction that gives the smaller numbers for the locations of the branches. CH 3 CHCH 2 CH 3 12345 2-methylpentane CH 3 CH 2 CHCH 3 12345 4-methylpentane Numbering Alkane Branches
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Use prefixes di-, tri-, tetra-, when there is more than one alkyl branch of the same kind. CH 3 CH CH 2 CH 3 123456 2,3-dimethylhexane CH 3 CHCCH 2 CH 3 12 3 456 3,3-dimethylhexane Multiple Alkane Branches
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CH 3 CH CH 3 Br 1234 NO 2 2-bromo-3-nitrobutane CH 2 CHCH 3 Br 1234 NO 2 1-bromo-3-nitrobutane Non-Carbon Branches
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What is the IUPAC name of the following compound? 1234567 8 CH 3 CHCH 2 CHCH 2 CH 3 C2H5C2H5 CH 2 CH 3 4-ethyl-2-methyloctane Practice Naming
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Cycloalkanes Alkanes whose carbon atoms are joined in rings General Formula: C n H 2n
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C C C CC C H H H H H H C C C CC C H H H H H H Aromatic Hydrocarbons Starting with the basic structure of benzene
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CH 2 CH 3 ethylbenzene Cl chlorobenzene NH 2 aminobenzene NO 2 nitrobenzene 1 2 3 4 5 6 Br 1,2-dibromobenzene Br 1,3-dibromobenzene Aromatic Hydrocarbon Nomenclature Examples:
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Functional Groups
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Alcohols General Formula: R-OH Example:
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Common products that contain alcohols Rubbing Alcohol Hair Gel Cough Medicine
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Ether General Formula R-O-R’ Example: Dimethyl Ether
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Common products that contain ethers Starter Fluid Anise Seed used for bread and cookies Some Cosmetics
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R C H O H C H O H C O CH 3 formaldehydeacetaldehyde Aldehydes General Formula: Example: Some Fragrances
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Ketones General Formula: Example: R C R’ O C O CH 3 H3CH3C acetone Nail Polish Remover
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Carboxylic Acids General Formula: R-COOH Example
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Common products that contain carboxylic acids Some Fruits Vinegar Coconut
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Esters General Formula: R’COOR Example: Methyl ethanoate
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Common products that contain esters Bananas Flowers Oranges Responsible for different smells!
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Amines General Formula: R 3 N Cheese Chocolate
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