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Chapter 9 - Alkynes Chapter 9 sp Hybridization in Alkynes...

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Alkynes Chapter 9
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sp Hybridization in Alkynes CH CH In acetylene (CHCH), sp hybridized orbitals of each carbon form sigma ( σ ) bonds to one hydrogen and the other carbon. Two remaining half-filled p orbitals overlap above and below & to either side of the the sigma bonds to form two pi ( π ) bonds . Sigma bond + pi bond + pi bond = triple bond sp Hybridization in Alkynes CH CH Sigma bond + 2(pi bond) = triple bond
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• Same general process as for alkenes. • Change the –ane ending of the parent alkane name to the suffix –yne . • Choose the longest continuous chain that contains both atoms of the triple bond • Number the chain to give the triple bond the lower number. Alkyne Nomenclature • Compounds with both a double and triple bond are named as enynes . • Number to give the first site of unsaturation (either C=C or C C) the lower number. If there is a tie, the lower number goes to the alkene over an alkyne . • The simplest alkyne, H-C C-H, named in the IUPAC system as ethyne , is more often called acetylene (common name).
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Alkyne Nomenclature Alkyne Nomenclature
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Hybridization and Acidity Acidity of Alkynes Which side of this equilibrium is favored?
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Carbon-carbon bond formation - Alkylation of acetylene and terminal alkynes There are two main methods to prepare alkynes: Preparation of Alkynes Functional-group transformations - Eliminations of compounds with multiple halogens Carbon-carbon bond formation - Alkylation of
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