Answered: In addition to α cleavage, some…

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

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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In addition to α cleavage, some aldehydes and ketones undergo the
McLafferty rearrangement. In the McLafferty rearrangement, a hydrogen
on a carbon three atoms from the C=O is transferred to the carbonyl oxygen and a carbon–carbon bond is broken. This process forms an alkene and the radical cation derived from an enol, which appears as a fragment in the mass spectrum.

Draw the products formed from the McLafferty rearrangement of 1-
phenylpentan-1-one, and identify the fragment that results in the given
mass spectrum.

If a mass spectrum of the ester ethyl pentanoate
(CH₃CH₂CH₂CH2CO₂CH₂CH₃) is recorded, what is the mass of the
radical cation formed by the McLafferty rearrangement?

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

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