Portmess Homework Q&S 97

Portmess Homework Q&S 97 - sp 2 – sp 3 s bonds and...

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( e ) When a hydroxyl group is present in a compound containing a double bond, the hydroxyl takes precedence over the double bond in numbering the longest carbon chain. 5.2 There are three sets of nonequivalent positions on a cyclopentene ring, identiFed as a , b , and c on the cyclopentene structure shown: Thus, there are three different monochloro-substituted derivatives of cyclopentene. The carbons that bear the double bond are numbered C-1 and C-2 in each isomer, and the other positions are num- bered in sequence in the direction that gives the chlorine-bearing carbon its lower locant. 5.3 ( b ) The alkene is a derivative of 3-hexene regardless of whether the chain is numbered from left to right or from right to left. Number it in the direction that gives the lower number to the substituent. ( c ) There are only two sp 2 -hybridized carbons, the two connected by the double bond. All other carbons (six) are sp 3 -hybridized. ( d ) There are three
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Unformatted text preview: sp 2 – sp 3 s bonds and three sp 3 – sp 3 s bonds. 5.4 Consider Frst the C 5 H 10 alkenes that have an unbranched carbon chain: There are three additional isomers. These have a four-carbon chain with a methyl substituent. 5.5 ±irst, identify the constitution of 9-tricosene. Referring back to Table 2.4 in Section 2.8 of the text, we see that tricosane is the unbranched alkane containing 23 carbon atoms. 9-Tricosene, therefore, contains an unbranched chain of 23 carbons with a double bond between C-9 and C-10. Since the 2-Methyl-1-butene 2-Methyl-2-butene 3-Methyl-1-butene 1-Pentene cis-2-Pentene trans-2-Pentene 5 4 3 2 1 6 3-Ethyl-3-hexene Cl 1 2 3 4 5 Cl 2 1 5 4 3 Cl 1 2 3 4 5 1-Chlorocyclopentene 3-Chlorocyclopentene 4-Chlorocyclopentene a a b c b OH CHCH 2 CHCH 3 CH 2 5 4 3 2 1 4-Penten-2-ol STRUCTURE AND PREPARATION OF ALKENES: ELIMINATION REACTIONS 91...
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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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