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The following spectra for A and B correspond to two

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 51SP Chapter 19

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 51SP

Problem 51SP

The following spectra for A and B correspond to two structural isomers. The NMR singlet at δ 1.16 in spectrum A disappears when the sample is shaken with The singlet at δ0.6 ppm in the spectrum of B disappears on shaking with D2O. Propose structures for these isomers, and show how your structures correspond to the spectra. Show what cleavage is responsible for the base peak at m/z 44 in the mass spectrum of A and the prominent peak at m/z 58 in the mass spectrum of B.

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Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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The following spectra for A and B correspond to two