
Concept explainers
In the mass spectrum of the following compounds, which would be more intense: the peak at m/z = 57 or the peak at m/z = 71?
- a. 3-methylpentane
- b. 2-methylpentane

Interpretation
The tallest peak should be identified.
Explanation of Solution
Mass fragmentation of 3-methyl pentane: In this molecule will be more adopted to lose an ethyl radical forming a secondary carbocation and a primary radical than a methyl radical forming secondary carbocation and methyl radical. In addition, 3-methylpentane ha undergoes for two path ways to lose an ethyl radical,
Therefore, the peak at
Mass fragmentation of 2-methyl pentane: The 2-methylpentane has undergoes for pathways to lose a methyl radical in each pathway and it cannot form a secondary carbocation by losing an ethyl radical. Loss of an ethyl radical would form a primary carbocation and a primary radical. Therefore, it will be more adopt to lose a methyl radical than an ethyl radical, the corresponding peak at
Figure 1
The 3-methyl pentane molecular peak at the m/e=71 has more intense then the peak at
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Chapter 10 Solutions
Essential Organic Chemistry (3rd Edition)
- What is the name of the following compound? SiMe3arrow_forwardK Draw the starting structure that would lead to the major product shown under the provided conditions. Drawing 1. NaNH2 2. PhCH2Br 4 57°F Sunny Q Searcharrow_forward7 Draw the starting alkyl bromide that would produce this alkyne under these conditions. F Drawing 1. NaNH2, A 2. H3O+ £ 4 Temps to rise Tomorrow Q Search H2arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

