Portmess Homework Q&S 98

Portmess Homework Q&S 98 - 92 STRUCTURE AND PREPARATION...

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92 STRUCTURE AND PREPARATION OF ALKENES: ELIMINATION REACTIONS problem speci f es that the pheromone has the cis con f guration, the f rst 8 carbons and the last 13 must be on the same side of the C-9 C-10 double bond. 5.6 ( b ) One of the carbons of the double bond bears a methyl group and a hydrogen; methyl is of higher rank than hydrogen. The other doubly bonded carbon bears the groups @ CH 2 CH 2 F and @ CH 2 CH 2 CH 2 CH 3 . At the f rst point of difference between these two, F uorine is of higher atomic number than carbon, and so @ CH 2 CH 2 F is of higher precedence. Higher ranked substituents are on the same side of the double bond; the alkene has the Z con- f guration. ( c ) One of the carbons of the double bond bears a methyl group and a hydrogen; as we have seen, methyl is of higher rank. The other doubly bonded carbon bears @ CH 2 CH 2 OH and @ C(CH 3 ) 3 . Let s analyze these two groups to determine their order of precedence. We examine the atoms one by one at the point of attachment before proceeding down the chain. Therefore, @ C(CH 3 ) 3 outranks @ CH 2 CH 2 OH. Higher ranked groups are on opposite sides; the con
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Spring '01 term at University of Florida.

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