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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

Rank the following compounds in order of increasing amount of hydrate present at equilibrium.

Show how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents.

(a)acetaldehyde鈫�lacticacid,CH3CH(OH)COOH

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Show how you would synthesize the following derivatives from appropriate carbonyl compounds

PROBLEM 18-10

Predict the products of the following reactions:

Rank the following carbonyl compounds in order of increasing equilibrium constant for hydration:

CH3COCH2Br BrCH2CHO鈥�鈥�鈥�鈥�鈥�鈥�CH2O鈥�鈥�鈥�鈥�鈥�鈥�CH3COCH3鈥�鈥�鈥�鈥�鈥�鈥�CH3CHO
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