Ch_322a_4.07

Ch_322a_4.07 - bicycloheptane two-carbon bridge two-carbon...

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Cyclic alkanes are named with the "cyclo" prefix followed by the alkane name indicating the number of carbon atoms in the ring. CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 cyclo propane cyclo butane Nomenclature of Cycloalkanes and Bicycloalkanes
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Substituted Cycloalkanes The name of a substitutent is added as a prefix to the cycloalkane name . Alkyl group names are used for simple alkyl group substituents. When there are two or more substituents , the positions around the ring are numbered beginning with the substituent first in the alphabet. CH 2 CH 3 CH 3 CH 3 Cl CH 3 ethyl cyclohexane 1,3-dimethyl cyclohexane 1-chloro -2-methylcyclopentane The cycloalkane also can be named as a substituent on a long chain, which is sometimes more convenient. CH 2 CH 2 CH 2 OH 3 2 1 3-cyclohexyl -1-propanol
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Bicyclic Compounds Bicycloalkanes contain two fused or bridged rings. They are named using the alkane name that corresponds to the total number of carbons in the bicyclic structure. H 2 C H 2 C CH 2 CH 2 CH 2 C C H H named as a
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Unformatted text preview: bicycloheptane two-carbon bridge two-carbon bridge one-carbon bridge bridgehead The number of carbon atoms in each bridge is given by numbers, starting with the largest bridge, inside square brackets inserted into the bicycloalkane name. after the prefix "bicyclo." bicyclo[2.2.1]heptane bicyclo[2.2.2]octane bicyclo[3.2.1]octane bicyclo[3.1.0]hexane bicyclo[4.4.0]decane Fused rings have zero carbon atoms in one bridge. Substituted Bicycloalkanes Substituted Bicycloalkanes The numbering of positions begins with a bridgehead carbon and proceeds around the bridge to the second bridgehead carbon, and then around the second longest bridge back to the first bridgehead carbon. Then the carbons in the shortest bridge are numbered. 1 2 3 4 5 6 7 8 Substituents are indicated as a prefix using the proper locant. CH 3 8-methylbicyclo[3.2.1]octane Cl 1 2 3 3-chlorobicyclo[4.2.0]octane...
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This note was uploaded on 03/02/2009 for the course CHEM 322A taught by Professor Singer during the Spring '08 term at USC.

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Ch_322a_4.07 - bicycloheptane two-carbon bridge two-carbon...

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