Problem 1: 1.595 g of a liquid organic compound T with one functional group underwent complete combustion in oxygen, producing 3.794g of carbon dioxide gas and 1.940g of H₂O. The high resolution 'H nmr spectrum of T had just two major peaks in the area ratio 9:1, with no evidence of any fine structure in either peak. Determine the skeletal formula of organic compound T.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1: 1.595 g of a liquid organic compound T with one functional group underwent complete
combustion in oxygen, producing 3.794g of carbon dioxide gas and 1.940g of H₂O. The high resolution 'H nmr
spectrum of T had just two major peaks in the area ratio 9:1, with no evidence of any fine structure in either
peak. Determine the skeletal formula of organic compound T.
Transcribed Image Text:Problem 1: 1.595 g of a liquid organic compound T with one functional group underwent complete combustion in oxygen, producing 3.794g of carbon dioxide gas and 1.940g of H₂O. The high resolution 'H nmr spectrum of T had just two major peaks in the area ratio 9:1, with no evidence of any fine structure in either peak. Determine the skeletal formula of organic compound T.
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