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Unsaturated Hydrocarbons Contain carbon-carbon multiple bonds. Alkenes C=C double bonds Alkynes C ≡C triple bonds Aromatics benzene rings. Naming Alkenes Step 1: Name the longest chain that contains the C=C bond. Use the IUPAC root and the –ene ending.
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Unsaturated Hydrocarbons Contain carbon-carbon multiple bonds. Alkenes C=C double bonds Alkynes C≡C triple bonds Aromatics benzene rings
Naming Alkenes Step 1: Name the longest chain that contains the C=C bond. Use the IUPAC root and the –ene ending. Step 2: Number the longest chain so the C=C bond gets the lowest number possible. Step 3: Designate the C=C bond in the name with the lowest-numbered carbon.
Examples: 1 2 3 4 CH3-CH=CH-CH3 2-butene 6 5 4 3 2 1 CH3-CH2-CH2-CH=CH-CH3 2-hexene
Naming Alkenes, cont. Step 4: Locate and name attached groups. Step 5: Combine all the names as you did with alkanes.
Because there is no free rotation about the C=C bond, geometric isomerism is possible. TRANS CIS
Alkynes Ethyne (commonly called acetylene) is the simplest alkyne and is used as a fuel for torches and in making plastics.
Alkynes are named in exactly the same ways as alkenes, except the ending –yne is used. Examples:
Alkene Reactions Alkenes are quite chemically reactive Many reactions are addition reactions:
Alkene Reactions, cont. Hydrogenation (addition) reactions can occur in the presence of a catalyst (Pt, Pd, or Ni). The hydrogenation of vegetable oils is an important commercial process.
Alkene Reactions, cont. Unsymmetrical alkene addition reactions follow Markovnikov’s rule which states that when a molecule of H-X adds to an alkene, the H predominantly attaches to the carbon already bonded to the most hydrogens. “The rich get richer.”
H2SO4 CH3 CH =CH2 + H20 —>CH3 – CH – CH3 | OH Alkene Reactions, cont. Hydration (addition of water) reactions follow Markovnikov’s rule: This reaction requires an acid catalyst.
Alkene Reactions, cont. Addition polymerization – addition reaction between double bonded compounds.
Polymerization Polymers – long chain products made up of repeating units. Monomer – the starting material that becomes the repeating units of a polymer.
Benzene Aromatic compounds contain the benzene ring.
This gives rise to two possible benzene structures: Which are better represented by: Note: that there is only 1 available bonding site on each carbon atom!
In benzene, the six p orbital bonding electrons of the sp2 hybridized carbon atoms can move freely around the ring. A hybrid orbital view of the benzene structure: