Consider the following retrosynchetic analysis for 2-methylhexane: Retrosynthetic Analysis CH, x-CH,CHCH, (1', but branched at second carbon) Because of steric hindrance in the alkyl halide, this reaction will give a poor yield. CH,C=Cr + CH,C=CCH,CHCH, CH, CH,-X + -10CCH,CHCH, CH, ÇH, ÇH, CH,CH,CH,CH,CHCH - HO=CCH,CH,CHCH, HO C + X-CH,CH,CHCH, 2-Methylhexane ÇH, CH, CH,CH,C=CCHCH, CH,CH,C=C:- + X-CHCH, (a 2' alkyl halide) Because of steric hindrance in the alkyl halide, this reaction will give a poor yield. ÇH, CH,CH,-X + -iC=CCHCH,

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 36AP
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Consider the following retrosynthetic analysis for 2-methylhexane:
Retrosynthetic Analysis
CH,
x-CH,CHCH,
(1', but branched
at second carbon)
Because of steric
hindrance in the alkyl
halide, this reaction
will give a poor yield.
CH,C=Cr +
CH,C=CCH,CHCH,
CH,
CH,-X + -:C=CCH,CHCH,
CH,
ÇH,
ÇH,
CH,CH,CH,CH,CHCH
- HO=CCH,CH,CHCH,
HO C + X-CH,CH,CHCH,
2-Methylhexane
CH,
CH,
CH,CH,C=CCHCH, CH,CH,C=C:- + X-CHCH,
(a 2° alkyl halide)
Because of steric
hindrance in the alkyl
halide, this reaction will
give a poor yield.
ÇH,
CH,CH,-X + -1=CCHCH,
Transcribed Image Text:Consider the following retrosynthetic analysis for 2-methylhexane: Retrosynthetic Analysis CH, x-CH,CHCH, (1', but branched at second carbon) Because of steric hindrance in the alkyl halide, this reaction will give a poor yield. CH,C=Cr + CH,C=CCH,CHCH, CH, CH,-X + -:C=CCH,CHCH, CH, ÇH, ÇH, CH,CH,CH,CH,CHCH - HO=CCH,CH,CHCH, HO C + X-CH,CH,CHCH, 2-Methylhexane CH, CH, CH,CH,C=CCHCH, CH,CH,C=C:- + X-CHCH, (a 2° alkyl halide) Because of steric hindrance in the alkyl halide, this reaction will give a poor yield. ÇH, CH,CH,-X + -1=CCHCH,
Referring to the retrosynthetic analysis for 2-methylhexane in this section, write reactions
for those synthesis routes that are feasible.
Transcribed Image Text:Referring to the retrosynthetic analysis for 2-methylhexane in this section, write reactions for those synthesis routes that are feasible.
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