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Chapter 18: 4P (page 912)

Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of octane-2-one .

Short Answer

Expert verified

When high-energy electron hits an organic compound, it removes one of the electrons from the molecule and hence produces positively charged ions known as the molecular ions.

The molecular ion is not only acting as a cation but also as a free radical because of the presence of an odd number of electrons. Hence, it can be called as enol radical cation.

Step by step solution

01

Molecular ion

When high-energy electron hits an organic compound, it removes one of the electrons from the molecule and hence produces positively charged ions known as the molecular ions.

The molecular ion is not only acting as a cation but also as a free radical because of the presence of an odd number of electrons. Hence, it can be called as enol radical cation.

02

McLafferty rearrangement

The characteristic fragmentation of the molecular ion of a carbonyl compound ( ketones and aldehydes) having at least one gamma hydrogen is known as the McLafferty rearrangement.

03

Equations for fragmentation of  octane-2-one.

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Most popular questions from this chapter

Solving the following road-map problem depends on determining the structure of A, the key intermediate. Give structures for compounds A through K.

The following road-map problem centers on the structure and properties of A, a key intermediate in these reactions. Give structures for compounds A through J.

Show what alcohols and carbonyl compounds give the following derivatives.

(a)

(b)

(c)

(d)

(e)

(f)

Show how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need.

Show how the following transformations may be accomplished in good yield. You may use any additional reagents that are needed.

(a) bromobenzene 鈫� propiophenone

(b) CH3CH2CN 鈫� heptan-3-one

(c) benzoic acid 鈫� phenyl cyclopentyl ketone

(d) 1-bromo-hept-2-ene 鈫� oct-3- enal
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