ALKENES - Alkenes CnH2n E.V. Blackburn, 2010 Alkenes...

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© E.V. Blackburn, 2010 Alkenes C n H 2n
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© E.V. Blackburn, 2010 Alkenes called unsaturated hydrocarbons also known as olefins ( oleum , latin, oil; facere , latin, make) C n H 2n C n H 2n + H 2 C n H 2n+2 - one degree of unsaturation contain carbon - carbon double bonds
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© E.V. Blackburn, 2010 Degree of unsaturation Degree of unsaturation = (2N C - N X + N N – N H + 2)/2 N C = number of carbons N X = number of halogens N N = number of nitrogens N H = number of hydrogens NH 2 Cl H O
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© E.V. Blackburn, 2010 Nomenclature – the E/Z system 1. To name alkenes, select the longest carbon chain which includes the carbons of the double bond. Remove the -ane suffix from the name of the alkane which corresponds to this chain. Add the suffix -ene . a derivative of octene not nonane
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© E.V. Blackburn, 2010 Nomenclature – the E/Z system 2. Number this chain so that the first carbon of the double bond has the lowest number possible. 1 2 3 4 4-butyl-2-octene
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© E.V. Blackburn, 2010 Nomenclature – the E/Z system C C C C H H 3 C CH 3 H H H 3 C H CH 3 diastereoisomers geometric isomers trans cis
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© E.V. Blackburn, 2010 C C H H 3 C Cl Br This molecule is a 1-bromo-1-chloropropene but is it cis or trans! cis/trans problems
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© E.V. Blackburn, 2010 C C H H 3 C Cl Br then compare the relative positions of the groups of higher priority on these two carbons. if the two groups are on the same side, the compound has the Z configuration ( zusammen , German, together). if the two groups are on opposite sides, the compound has the E configuration ( entgegen , German, across). (Z)-1-bromo-1-chloropropene Nomenclature – the E/Z system use the Cahn-Ingold-Prelog system to assign priorities to the two groups on each carbon of the double bond.
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E-Z designations CH 2 CH 2 CH 3 CH 3 H 3 CH 2 C Br CH 2 Br OCH 3 Try problem 7.1, page 289 of Solomons and Fryhle. C(CH
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This note was uploaded on 04/27/2011 for the course CHEM 261 taught by Professor Drclive during the Spring '09 term at University of Alberta.

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ALKENES - Alkenes CnH2n E.V. Blackburn, 2010 Alkenes...

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