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: CHIL-CH HOCHSCHICH 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: CHIL-CH HOCHSCHICH CH(CH3)2 Propose a structure for alpha-phellandrene.
Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy
Section14.SE: Something Extra
Problem 50AP: -Ocimene is a pleasant-smelling hydrocarbon found in the leaves of certain herbs. It has the...
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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:
CHIC-CH HOCHSCHICH
CH(CH3)2
Propose a structure for alpha-phellandrene.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe4299fda-4eca-4f5e-9eb2-cd6160b169dc%2F7382dadc-d519-441a-8b00-843d2914680f%2Fgkuonu_processed.jpeg&w=3840&q=75)
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:
CHIC-CH HOCHSCHICH
CH(CH3)2
Propose a structure for alpha-phellandrene.
Expert Solution
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Step 1
Phellandrene is a cyclic monoterpene, widely spread in nature. Phellandrene was isolated from Eucalyptus phellandra and hence is named after it. It is used in fragrances.
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