2.) Place the alkenes in each group in order of increasing stability of the double bond and increasing heat of hydrogenation. CH; CH: CH, H;C H,C. H;C- H. H H CH(CH); H;C `CH(CH3)2 H;C' H. (CH3),CH CH(CH,);

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter6: Reactions Of Alkenes
Section: Chapter Questions
Problem 6.27P: Reaction of this bicycloalkene with bromine in carbon tetrachloride gives a trans dibromide. In both...
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2.) Place the alkenes in each group in order of increasing stability of the double bond and increasing heat of
hydrogenation.
CH3
CH2
CH3
H;C.
H;C.
H;C.
H.
H.
H.
CH(CH3)2
H
H
H3C
CH(CH;)2
H;C
(CH3),CH
`CH(CH3)2
H.
3. ) Explain in detail the differences between the mechanisms giving rise to the following two experimental results.
Draw the possible chair conformation for each starting compound and analyze the one in which the Cl leaving group
is axial.
CH3
CH3
.CI
Nat OCH,CH, CH;CH,OH
ČH(CH3)2
ČH(CH3)2
100%
CH3
CH3
CH,
Na+ -OCH,CH, CH,CH,OH
'CI
CH(CH3)2
ČH(CH3)2
CH(CH3)2
25%
75%
+
Transcribed Image Text:2.) Place the alkenes in each group in order of increasing stability of the double bond and increasing heat of hydrogenation. CH3 CH2 CH3 H;C. H;C. H;C. H. H. H. CH(CH3)2 H H H3C CH(CH;)2 H;C (CH3),CH `CH(CH3)2 H. 3. ) Explain in detail the differences between the mechanisms giving rise to the following two experimental results. Draw the possible chair conformation for each starting compound and analyze the one in which the Cl leaving group is axial. CH3 CH3 .CI Nat OCH,CH, CH;CH,OH ČH(CH3)2 ČH(CH3)2 100% CH3 CH3 CH, Na+ -OCH,CH, CH,CH,OH 'CI CH(CH3)2 ČH(CH3)2 CH(CH3)2 25% 75% +
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