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General Chemistry Principles, Patterns, and Applications, 2011

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Draw the unsubstituted compound corresponding to the systematic name given. Then place substituents<br />

on the same side to obtain the cis isomer <strong>and</strong> on opposite sides to obtain the trans isomer.<br />

Solution:<br />

a. The name tells us that this compound contains a five-carbon ring with two methyl groups<br />

attached. The 1,3 notation means that the methyl groups are not adjacent in the five-membered ring:<br />

Placing the methyl substituents on the same side of the ring gives the cisisomer, whereas placing<br />

them on opposite sides of the ring gives thetrans isomer:<br />

compound 3-hexene can exist as a cis or trans isomer:<br />

The<br />

Replacing the hydrogen atoms on the third <strong>and</strong> fourth carbons by chlorine does not<br />

change the overall structures of the isomers:<br />

Exercise<br />

Draw the cis <strong>and</strong> trans isomers of each compound.<br />

a. 2-butene<br />

Saylor URL: http://www.saylor.org/books<br />

Saylor.org<br />

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