EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 12, Problem 12.39AP
Interpretation Introduction

(a)

Interpretation:

The structure and mechanism of formation of fragments of 1-methoxybutane at m/z=45 and at m/z=56 is to stated.

Concept introduction:

In mass spectroscopy, compounds can be identified on the basis of mass of compound. When the compound breaks into fragment then they can be distinguished from the other compounds. This technique is also used to differentiate the isotopes of compounds. This technique did not interact with electromagnetic radiation. Two peaks are used to identify the compound, first, the molecular ion peak which is the mass of the compound and second, the base peak which is the most abundant element peak. It may be same or different.

Interpretation Introduction

(b)

Interpretation:

The structure and mechanism of formation of fragment of 2-methoxybutane at m/z=59 is to be stated.

Concept introduction:

In mass spectroscopy, compounds can be identified on the basis of mass of compound. When the compound breaks into fragment then they can be distinguished from the other compounds. This technique is also used to differentiate the isotopes of compounds. This technique did not interact with electromagnetic radiation. Two peaks are used to identify the compound, first, the molecular ion peak which is the mass of the compound and second, the base peak which is the most abundant element peak. It may be same or different.

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1 (c) 2-Methyl-3-pentanol reacts with PCC to form compound F. (i) Draw the structure of F. (ii) In the mass spectrum, identify the m/z value of the molecular ion peak for compound F. (ii) Fragmentation of radical cation F exhibits two fragment ion peaks at m/z 57 and m/z 71. Propose the structures of these two fragments. (iv) Draw the resonance structure for each of the cation in (iii).
(a) Based on the mass spectrum shown below, 100 73 LOH 80 - A 58 20 - 100 10 20 30 40 50 60 70 80 90 100 110 m/z (i) identify the molecular ion peak of compound A. (ii) explain how the labelled fragments are formed. Relative Intensity
The base peak in the mass spectrum of 2,2,5,5-tetramethylhexane (molecular mass = 142) is at m/z = 57, which corresponds to a composition of C4H9. Suggest a structure for the fragment that accounts for this peak and offer a reason for why this fragment is so abundant.
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