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10. Explain the appearance of mle = 44 in the mass spectrum . Fig. 4.13 and Fig. 4.14 show the mass spectra of nonane and 3, 3-dimethyl heptane. Both lese compounds are isomeric compounds. Assign each given spectrum to the appropriate Compound by analysing fraginentation patterns with the aid of fragmentation ions. Scanned with Oken Scanner Orgu nd Their Bol 194 100 80 Mass Spectrosc 19. Mass spec compound 20 (M) 10 70 80 90 100 110 50 60 120 30 40 m/z 130 20 140 Fig. 4.13 100 90 20. Сompou (base pe 80 21. Compor by this 70 60 compou 22. Methyl format 50 40 30 4.20. SOLI 20 1. No par alkane 10 (no M) becaus 20 30 50 60 70 80 90 100 110 120 130 140 m/z Fig. 4.14 3/4 Relative Intensity Relative Intensity, %

10. Explain the appearance of mle = 44 in the mass spectrum . Fig. 4.13 and Fig. 4.14 show the mass spectra of nonane and 3, 3-dimethyl heptane. Both lese compounds are isomeric compounds. Assign each given spectrum to the appropriate Compound by analysing fraginentation patterns with the aid of fragmentation ions. Scanned with Oken Scanner Orgu nd Their Bol 194 100 80 Mass Spectrosc 19. Mass spec compound 20 (M) 10 70 80 90 100 110 50 60 120 30 40 m/z 130 20 140 Fig. 4.13 100 90 20. Сompou (base pe 80 21. Compor by this 70 60 compou 22. Methyl format 50 40 30 4.20. SOLI 20 1. No par alkane 10 (no M) becaus 20 30 50 60 70 80 90 100 110 120 130 140 m/z Fig. 4.14 3/4 Relative Intensity Relative Intensity, %

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 42AP: The mass spectrum (a) and the infrared spectrum (b) of another unknown hydrocarbon are shown....
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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. 13. In the mass spectrum of an unknown hydrocarbon, the relative intensity of M† is 70, M† + 1 peak is 4.7 and base peak is 100. Calculate the number of carbons in the hydrocarbon. 14. Give the structure of a compound (A) C10H120 whose mass spectrum shows mle values of 15, 43, 57, 91, 105 and 148. *0. Dxplain the appearance of mle = 44 in the mass spectrum of butanal. *o. Fig. 4.13 and Fig. 4.14 show the mass spectra of nonane and 3, 3-dimethyl heptane. Both iese compounds are isomeric compounds. Assign each given spectrum to the appropriate Compound by analysing fraginentation patterns with the aid of fragmentation ions. Scanned with Oken Scanner Orgun- nd Their Bol 194 100 90 Mass Spectrosc: 80 19. Mass spec compound 70 20 (M*) 10 60 70 80 90 100 110 120 40 50 130 20 30 m/z 140 Fig. 4.13 100 20. Compou (base pe 90 80 21. Compor by this 70 60 compou Methyl 22. format 50 40 4.20. SOLI No par 30 1. alkane becaus 20 10 (no M*) 20 50 60 70 80 90 100 110 120 130 140 m/z Fig. 4.14 3/4 17. (a) Explain how to detect the presence of (i) Br (ii) Cl and (III) I in a molecule CH. 100 mass spectrometry ? (b) Give the relative intensities of the parent cation for a compound CH2B12 and CH2CI2. 18. Mass 43 | CH;CH,CH,Br 80 - wollo 60 spectrum of compound (A) is given here whose molecular formula is C3H¬Br (Fig. 27 40 41 20 4.15). Deduce 15 the structure of compound. the 10 20 30 40 90 100 110 1 50 60 70 80 miz Fig. 4.15 O Scanned with Oken Scanner Ma= 19. Relative abundance 21. Con by t. com 22. Meti form Relative Intensity, % Relative Intensity 4.20. SO
Transcribed Image Text: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. 13. In the mass spectrum of an unknown hydrocarbon, the relative intensity of M† is 70, M† + 1 peak is 4.7 and base peak is 100. Calculate the number of carbons in the hydrocarbon. 14. Give the structure of a compound (A) C10H120 whose mass spectrum shows mle values of 15, 43, 57, 91, 105 and 148. *0. Dxplain the appearance of mle = 44 in the mass spectrum of butanal. *o. Fig. 4.13 and Fig. 4.14 show the mass spectra of nonane and 3, 3-dimethyl heptane. Both iese compounds are isomeric compounds. Assign each given spectrum to the appropriate Compound by analysing fraginentation patterns with the aid of fragmentation ions. Scanned with Oken Scanner Orgun- nd Their Bol 194 100 90 Mass Spectrosc: 80 19. Mass spec compound 70 20 (M*) 10 60 70 80 90 100 110 120 40 50 130 20 30 m/z 140 Fig. 4.13 100 20. Compou (base pe 90 80 21. Compor by this 70 60 compou Methyl 22. format 50 40 4.20. SOLI No par 30 1. alkane becaus 20 10 (no M*) 20 50 60 70 80 90 100 110 120 130 140 m/z Fig. 4.14 3/4 17. (a) Explain how to detect the presence of (i) Br (ii) Cl and (III) I in a molecule CH. 100 mass spectrometry ? (b) Give the relative intensities of the parent cation for a compound CH2B12 and CH2CI2. 18. Mass 43 | CH;CH,CH,Br 80 - wollo 60 spectrum of compound (A) is given here whose molecular formula is C3H¬Br (Fig. 27 40 41 20 4.15). Deduce 15 the structure of compound. the 10 20 30 40 90 100 110 1 50 60 70 80 miz Fig. 4.15 O Scanned with Oken Scanner Ma= 19. Relative abundance 21. Con by t. com 22. Meti form Relative Intensity, % Relative Intensity 4.20. SO
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