(c) C6H5-C-CH2–CH3 and C3H5–CH2–Ċ–CH3 CH3 CHaC_ÇH–CH2–CH3 and CH3–C–CH2–CH–CH3 8 ČH3

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Chapter1: Chemical Foundations
Section: Chapter Questions
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Mass Spectroscopy
CH3
CH3
193
C.Hs C-CH3 and CgH5–CH2–CH –CH.
CH3
2
1
CH3 CH –CH,–C–0–CH3 and CH3–CH,–CH
CH3
3
(a CgHs-C-CH,CH3 and CgH;-CH,-
5.
-CH3
CH3
a CH C-ÇH–CH2-CH3 and CH3-C CH2–CH –CH,
CH3
8
10 The mass spectrum of an alcohol C;H120 is given below (Fig. 4.12).
40-
88
20 30
40 50 60
70 80 90
m/e
Fig. 4.12
Deduce the structure of the alcohol.
11. The mass spectrum of anisole exhibits prominent peaks at mle= 108 (M* base peak), 93, 78,
77 and 65. Explain the formation of ions corresponding to these peaks.
12. Rationalise the formation of peaks at mle = 122 (M*), 92, 91 (100%), 65 and metastable
peaks at mle = 46.4 and 69.4 in the mass spectrum of 2-phenyl ethanol.
of an unknown hydrocarbon, the relative intensity of M* is 70, M* + 1
4.19. PROBLEMS WITH SOLUTIONS
Give the fragmentation of 3, 3-dimethyl heptane which shows the peaks at mle =.
85, 71, 57 and 43.
1.
= 113, 9,
2.
the position of the metastable peak of toluene.
3.
reagent. The prominent peaks at mle = 100, 71, 58, 44, 41 and 29 are observed in itn
spectrum. What will be the probable structure of the compound.
The mass spectrum of 2-pentene exhibits prominent peaks at mle = 70, 55, 41, 39 99 ...
27. Explain the formation of the ions corresponding to these peaks.
How will you distinguish 3-methylcyclohexene and 4-methylcyclohexene by maa
spectroscopy ?
6.
4.
1
5.
1
The mass spectrum of cyclohexanone exhibits prominent peaks at mle = 98, 83, 70, 5 and
42. Explain the formation of the ions corresponding to these peaks.
The mass spectrum of phenylpropyl ketone exhibits prominent peaks at mle = 148 (M).
120, 106, 105 (100%), 77 and 51. Explain the formation of the ions corresponding to these
peaks.
%3D
7.
Using mass spectrometry how will you distinguish between 2-pentanone and 3-pentanonel
How could the following pairs of isomeric compounds be differentiated by
spectrometry ?
8.
% Relative Abundance
mass
9.
Transcribed Image Text:O Scanned with Oken Scanner Mass Spectroscopy CH3 CH3 193 C.Hs C-CH3 and CgH5–CH2–CH –CH. CH3 2 1 CH3 CH –CH,–C–0–CH3 and CH3–CH,–CH CH3 3 (a CgHs-C-CH,CH3 and CgH;-CH,- 5. -CH3 CH3 a CH C-ÇH–CH2-CH3 and CH3-C CH2–CH –CH, CH3 8 10 The mass spectrum of an alcohol C;H120 is given below (Fig. 4.12). 40- 88 20 30 40 50 60 70 80 90 m/e Fig. 4.12 Deduce the structure of the alcohol. 11. The mass spectrum of anisole exhibits prominent peaks at mle= 108 (M* base peak), 93, 78, 77 and 65. Explain the formation of ions corresponding to these peaks. 12. Rationalise the formation of peaks at mle = 122 (M*), 92, 91 (100%), 65 and metastable peaks at mle = 46.4 and 69.4 in the mass spectrum of 2-phenyl ethanol. of an unknown hydrocarbon, the relative intensity of M* is 70, M* + 1 4.19. PROBLEMS WITH SOLUTIONS Give the fragmentation of 3, 3-dimethyl heptane which shows the peaks at mle =. 85, 71, 57 and 43. 1. = 113, 9, 2. the position of the metastable peak of toluene. 3. reagent. The prominent peaks at mle = 100, 71, 58, 44, 41 and 29 are observed in itn spectrum. What will be the probable structure of the compound. The mass spectrum of 2-pentene exhibits prominent peaks at mle = 70, 55, 41, 39 99 ... 27. Explain the formation of the ions corresponding to these peaks. How will you distinguish 3-methylcyclohexene and 4-methylcyclohexene by maa spectroscopy ? 6. 4. 1 5. 1 The mass spectrum of cyclohexanone exhibits prominent peaks at mle = 98, 83, 70, 5 and 42. Explain the formation of the ions corresponding to these peaks. The mass spectrum of phenylpropyl ketone exhibits prominent peaks at mle = 148 (M). 120, 106, 105 (100%), 77 and 51. Explain the formation of the ions corresponding to these peaks. %3D 7. Using mass spectrometry how will you distinguish between 2-pentanone and 3-pentanonel How could the following pairs of isomeric compounds be differentiated by spectrometry ? 8. % Relative Abundance mass 9.
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