Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves of eucalyptus trees. It has the molecular formula C₁0H₁6 and a UV absorption maximum at 263 nm. On hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained. Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the following two compounds: 요 O || CH3C-CH HCCH₂CHCH CH(CH3)2 Propose a structure for alpha-phellandrene.
Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves of eucalyptus trees. It has the molecular formula C₁0H₁6 and a UV absorption maximum at 263 nm. On hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained. Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the following two compounds: 요 O || CH3C-CH HCCH₂CHCH CH(CH3)2 Propose a structure for alpha-phellandrene.
Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
![Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves
of eucalyptus trees. It has the molecular formula C₁0H16 and a UV absorption maximum at 263 nm. On
hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained.
Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the
following two compounds:
0
||
CH3C-CH
0
||
●
Propose a structure for alpha-phellandrene.
(+
||
HCCH₂CHCH
I
CH(CH3)2
• You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just draw one.
n [ ]#
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Transcribed Image Text:Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves
of eucalyptus trees. It has the molecular formula C₁0H16 and a UV absorption maximum at 263 nm. On
hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained.
Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the
following two compounds:
0
||
CH3C-CH
0
||
●
Propose a structure for alpha-phellandrene.
(+
||
HCCH₂CHCH
I
CH(CH3)2
• You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just draw one.
n [ ]#
?
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