Alloocimene is a hydrocarbon found in turpentine. It has the molecular formula C₁0H16 and a UV absorption maximum at 290 nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis of alloocimene, followed by treatment with zinc and acetic acid, produces the following four fragments: O i i CH3C-CH O CH3CCH3 Propose a structure for alloocimene. O HC—CH CH3CH

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
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Alloocimene is a hydrocarbon found in turpentine. It has the molecular formula C₁0H16 and a UV absorption maximum at 290
nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis of alloocimene, followed by
treatment with zinc and acetic acid, produces the following four fragments:
||
CH3C-CH
i
O
||
||
CH3CCH3 HC-CH
Propose a structure for alloocimene.
O
||
CH3CH
Transcribed Image Text:Alloocimene is a hydrocarbon found in turpentine. It has the molecular formula C₁0H16 and a UV absorption maximum at 290 nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis of alloocimene, followed by treatment with zinc and acetic acid, produces the following four fragments: || CH3C-CH i O || || CH3CCH3 HC-CH Propose a structure for alloocimene. O || CH3CH
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