OH H* catalyst ge raniol (rose oil extract) beta-myrcene

Chemistry: Matter and Change
1st Edition
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Chapter21: Hydrocarbons
Section: Chapter Questions
Problem 100A
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Alcohols are great starting molecules for synthesis, as well as intermediates, since they can act by turns as acids, bases, nucleophiles, or electrophiles (with proper derivatization).  While fossil fuel hydrocarbons have provided us with a synthetic starting point via halogenation, Nature has provided us with the starting point of alcohols.  Geraniol is an alcohol that is extractable from various plants, such as roses.  While a fragrance in its own right, it is sometimes used as a feedstock to synthesize beta-myrcene, a versatile synthetic intermediate in the flavor and fragrance industry.  Show a curved-arrow mechanism whereby geraniol might be transformed into beta-myrcene.  It may be helpful to consider this reaction in the presence of an acid catalyst.

 

 

OH
H* catalyst
ge raniol (rose oil extract)
beta-myrcene
Transcribed Image Text:OH H* catalyst ge raniol (rose oil extract) beta-myrcene
Expert Solution
Step 1

Elimination reaction is a type of reaction is mainly used to transform saturated compounds (organic compounds which contain single carbon-carbon bonds) to unsaturated compounds (compounds which feature double or triple carbon-carbon bonds). Besides, it is an important method for the preparation of alkenes.

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