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Limonene is an optically active compound isolated from the

Chapter 26, Problem 26.55

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QUESTION:

Limonene is an optically active compound isolated from the peels of lemons and oranges. (a) Is limonene a monoterpene or a diterpene? (b) Treatment of limonene with excess HBr yields a compound with molecular formula C10H18Br2. Identify the structure of this compound and determine whether it is chiral or achiral. (c) Draw the products obtained when limonene is treated with O3 followed by DMS. Limonene

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QUESTION:

Limonene is an optically active compound isolated from the peels of lemons and oranges. (a) Is limonene a monoterpene or a diterpene? (b) Treatment of limonene with excess HBr yields a compound with molecular formula C10H18Br2. Identify the structure of this compound and determine whether it is chiral or achiral. (c) Draw the products obtained when limonene is treated with O3 followed by DMS. Limonene

ANSWER:

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The structure of limonene is:

     

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