20. Dihydromyrcene, CioH18, formed from myrcene (Problem 19), absorbs two moles of
hydrogen to form C10H22. Upon cleavage by KMnOs, dihydromyrcene yields:
CH3-C-CH
O
CH3-C-OH
ber
CH3-C-CH-CH2-C-OH
O
0
(a) Keeping in mind the isoprene rule, what is the most likely structure for dihydromyrcene?
(b) Is it surprising that a compound of this structure is formed by reduction of myrcene?
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