One mole of an unknown hydrocarbon, compound C, in the presence of a platinum catalyst, adds 98.9 L of hydrogen, measured at 744 mm Hg and 22 degrees C , to form a saturated alkane which contains one ring. When one mole of compound C is reacted with ozone, followed by reduction with (CH3)2S , four moles of only one product was formed,

Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter7: Bonding In Organic Molecules
Section: Chapter Questions
Problem 40AP: Consider the following proposed structures for benzene, each of which is consistent with the...
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One mole of an unknown hydrocarbon, compound C, in the presence of a platinum catalyst, adds 98.9 L of hydrogen, measured at 744 mm Hg and 22 degrees C , to form a saturated alkane which contains one ring. When one mole of compound C is reacted with ozone, followed by reduction with (CH3)2S , four moles of only one product was formed, whose condensed molecular formula is CHO -CHO. Give the structure of compound C. Explain your reasoning
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