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Organic Chemistry
         Introduction
Organic Chemistry

 - is the study of compounds that contain
 carbon.
There are lots of them.
90% + of known compounds are Organic
Why?
Because carbon forms chains
Hydrocarbons

Organic compounds that contain only
 hydrogen and carbon.
Alkanes

Hydrocarbons containing only single
 covalent bonds
Ex: CH4 – methane – natural gas
Dot diagram

Dashes
Reminders about dot diagrams

Only show 2 D shape
Carbon likes to bond in ____ places
Hydrogen likes to bond in ____ place
Dot diagram for C2H6
Straight-chain alkanes

Contain any number of C atoms, one after
 the other, in a chain.
You should know the names of these next
 alkanes
First 10 straight-chained alkanes

Methane CH4        CH4
Ethane    C2H6     CH3CH3
Propane   C3H8     CH3CH2CH3
Butane    C4H10    CH3CH2CH2CH3
Pentane   C5H12    CH3CH2CH2CH2CH3
Hexane    C6H14    CH3CH2CH2CH2CH2CH3
Heptane   C7H16    CH3CH2CH2CH2CH2CH2CH3
Octane    C8H18    CH3CH2CH2CH2CH2CH2CH2CH3
Nonane    C9H20    CH3CH2CH2CH2CH2CH2CH2CH2CH3
Decane    C10H22   CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3
Homologous series

A group of compounds in which there is a
 constant increment of change in molecular
 structure from one compound in the series
 to the next.
The alkanes differ by one CH2 group each
 time
CnH2n+2
Types of formulas

Molecular formula – C4H10
Complete structural formula

Condensed structural formula – C – H
 bonds are understood.
Condensed structural formula – C-H and
 C-C bonds understood
Carbon skeleton; hydrogens understood
Draw a complete structural formula for the
straight-chained alkane having 3 carbons
Branched-chain Alkanes

Substituent – an atom or group of atoms
 that can take the place of a hydrogen atom
 on a parent hydrocarbon molecule.
Parent chain – the longest carbon chain.
  May not always be written in a straight line on
   paper.
Alkyl group – a hydrocarbon substituent

CH3 – methyl
CH3CH2 – ethyl
CH3CH2CH2 – propyl
Alkyl group = alkane – 1 H
Name = -ane + yl
What would CH3CH2CH2 CH2be called?
Branched-chain alkane

An alkane with one or more alkyl groups
 attached.
Naming a branched-chain alkane

1. Find the longest chain of carbons. This
 is the parent chain
2. # the carbons on the parent chain.
 Starting with the end that will give the
 substituents the smallest numbers
3. Add #s to the names of the substituent
 groups to identify their positions on the
 chain.
 4. Use prefixes to indicate if a group appears
  more than once.
  Di – 2
  Tri – 3
  Tetra – 4
  Penta – 5
 5. List the names of the alkyl substituents in
  alphabetical order (ignore prefixes when
  alphabetizing.)
 6. Use proper punctuation
  Commas separate #s from #s
  Hyphens separate #s from words
Properties of alkanes

Nonpolar – electrons are shared about
 equally
Very weak van der Walls forces
 (dispersion)
Have a low mass, low boiling point
Do not dissolve in water.
Flammable
Unsaturated hydrocarbons
 Alkenes – hydrocarbons containing carbon-
  carbon double covalent bonds
 Unsaturated compounds – organic compounds
  that contain double or triple C-C bonds
  They have fewer than the number possible of H in their
   structure.
 Saturated hydrocarbons – alkanes – all single
  bonds.
  Have the maximum number of hydrogens possible.
Naming alkenes

1. Find the longest chain in the molecule
 THAT CONTAINS the double bond.
 (parent)
2. Root name from alkane -ane +ene
3. # the chain so that the double bond
 gets the lowest possible #. (# is listed in
 the name)
Subsituents named just like alkanes.
Naming alkynes

Alkynes – hydrocarbons containing C-C
 triple bonds
Named just like alkenes, -yne instead of
 –ene
Hydrocarbon rings

Cyclic hydrocarbons – compounds that
 contain a hydrocarbon ring.
Aliphatic compounds – do not contain
 rings
Aromatic compounds – compounds in
 which the bonding is like that of benzene.
Naming cyclic compounds

Use the prefix cyclo before the parent
 name
Benzene

3 ways to draw




Phenyl – a benzene substituent
Isomerism

Structural isomers – compounds that have
 the same molecular formula but different
 molecular structures.

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Hydrocarbons

  • 1. Organic Chemistry Introduction
  • 2. Organic Chemistry  - is the study of compounds that contain carbon. There are lots of them. 90% + of known compounds are Organic Why? Because carbon forms chains
  • 3. Hydrocarbons Organic compounds that contain only hydrogen and carbon.
  • 4. Alkanes Hydrocarbons containing only single covalent bonds Ex: CH4 – methane – natural gas Dot diagram Dashes
  • 5. Reminders about dot diagrams Only show 2 D shape Carbon likes to bond in ____ places Hydrogen likes to bond in ____ place
  • 7. Straight-chain alkanes Contain any number of C atoms, one after the other, in a chain. You should know the names of these next alkanes
  • 8. First 10 straight-chained alkanes Methane CH4 CH4 Ethane C2H6 CH3CH3 Propane C3H8 CH3CH2CH3 Butane C4H10 CH3CH2CH2CH3 Pentane C5H12 CH3CH2CH2CH2CH3 Hexane C6H14 CH3CH2CH2CH2CH2CH3 Heptane C7H16 CH3CH2CH2CH2CH2CH2CH3 Octane C8H18 CH3CH2CH2CH2CH2CH2CH2CH3 Nonane C9H20 CH3CH2CH2CH2CH2CH2CH2CH2CH3 Decane C10H22 CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3
  • 9. Homologous series A group of compounds in which there is a constant increment of change in molecular structure from one compound in the series to the next. The alkanes differ by one CH2 group each time CnH2n+2
  • 10. Types of formulas Molecular formula – C4H10 Complete structural formula Condensed structural formula – C – H bonds are understood. Condensed structural formula – C-H and C-C bonds understood Carbon skeleton; hydrogens understood
  • 11. Draw a complete structural formula for the straight-chained alkane having 3 carbons
  • 12. Branched-chain Alkanes Substituent – an atom or group of atoms that can take the place of a hydrogen atom on a parent hydrocarbon molecule. Parent chain – the longest carbon chain. May not always be written in a straight line on paper.
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  • 15. Alkyl group – a hydrocarbon substituent CH3 – methyl CH3CH2 – ethyl CH3CH2CH2 – propyl Alkyl group = alkane – 1 H Name = -ane + yl What would CH3CH2CH2 CH2be called?
  • 16. Branched-chain alkane An alkane with one or more alkyl groups attached.
  • 17. Naming a branched-chain alkane 1. Find the longest chain of carbons. This is the parent chain 2. # the carbons on the parent chain. Starting with the end that will give the substituents the smallest numbers 3. Add #s to the names of the substituent groups to identify their positions on the chain.
  • 18.  4. Use prefixes to indicate if a group appears more than once. Di – 2 Tri – 3 Tetra – 4 Penta – 5  5. List the names of the alkyl substituents in alphabetical order (ignore prefixes when alphabetizing.)  6. Use proper punctuation Commas separate #s from #s Hyphens separate #s from words
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  • 21. Properties of alkanes Nonpolar – electrons are shared about equally Very weak van der Walls forces (dispersion) Have a low mass, low boiling point Do not dissolve in water. Flammable
  • 22. Unsaturated hydrocarbons  Alkenes – hydrocarbons containing carbon- carbon double covalent bonds  Unsaturated compounds – organic compounds that contain double or triple C-C bonds They have fewer than the number possible of H in their structure.  Saturated hydrocarbons – alkanes – all single bonds. Have the maximum number of hydrogens possible.
  • 23. Naming alkenes 1. Find the longest chain in the molecule THAT CONTAINS the double bond. (parent) 2. Root name from alkane -ane +ene 3. # the chain so that the double bond gets the lowest possible #. (# is listed in the name) Subsituents named just like alkanes.
  • 24. Naming alkynes Alkynes – hydrocarbons containing C-C triple bonds Named just like alkenes, -yne instead of –ene
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  • 27. Hydrocarbon rings Cyclic hydrocarbons – compounds that contain a hydrocarbon ring. Aliphatic compounds – do not contain rings Aromatic compounds – compounds in which the bonding is like that of benzene.
  • 28. Naming cyclic compounds Use the prefix cyclo before the parent name
  • 29. Benzene 3 ways to draw Phenyl – a benzene substituent
  • 30. Isomerism Structural isomers – compounds that have the same molecular formula but different molecular structures.