Problem

Compound X, isolated from lanolin (sheep’s wool fat), has the pungent aroma of dirty swe...

Compound X, isolated from lanolin (sheep’s wool fat), has the pungent aroma of dirty sweatsocks. A careful analysis showed that compound X contains 62.0% carbon and 10.4% hydrogen. No nitrogen or halogen was found.

(a) Compute an empirical formula for compound X.

(b) A molecular weight determination showed that compound X has a molecular weight of approximately 117. Find the molecular formula of compound X.

(c) Many possible structures have this molecular formula. Draw complete structural formulas for four of them.

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