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10. The mass spectrum of an alcohol C5H120 is given below (Fig. 4.12). 100 45 80- 60- 40- 20- 59 73 de 88 20 30 40 50 60 70 80 90 m/e Fia 4 13 % Relative Abundance

10. The mass spectrum of an alcohol C5H120 is given below (Fig. 4.12). 100 45 80- 60- 40- 20- 59 73 de 88 20 30 40 50 60 70 80 90 m/e Fia 4 13 % Relative Abundance

Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter19: Alkenes From Alcohols: Cyclohexene From Cyclohexanol
Section: Chapter Questions
Problem 4Q
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(b) CH3-CH–CH2–Č–0–CH3 and CH3-CH2-CH,–C–OC2H5 Scanned with Oken Scanner Mass Spectroscopy CH3 193 Can CH3 -CH3 and C6H5–CH2–CH–CH3. on of he (a) CgH;-C CH3 1 CH3 3 4 a C¢H5-C-CH2-CH3 and C6H5–CH2 C–CH2 CH3 CH —CH—CHз and CH3- с сН,—СН —СН3 (d) CH3 CH3 8 7 o The mass spectrum of an alcohol C5H120 is given below (Fig. 4.12). 100 45 80- 60- 40- 20- 59 73 de 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. 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. 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. 0. Explain the appearance of mle = 44 in the mass spectrum of butanal. Scanned with Oken Scanner nd Their S Orgun- 194 100 90 Mass SpectrosCi 19. Mass spec compound 20 (M*) 10 80 90 100 110 120 60 70 130 40 50 m/z 140 30 20 Fig. 4.13 100 r 6-8 re the peaks at mle = 113,90 - 91 and at mle = 65. Calculat. Fehling solution and Tolleme nd 29 are observed in its mass pund. at mle = 70, 55, 41, 39, 29 and е рeaks. --methylcyclohexene by mas eaks at mle = 98, 83, 70, 55 and se peaks. Linent peaks at mle = 148 (M'), the ions corresponding to these % Relative Abundance 2-pentanone and 3-pentanone ds be differentiated by mas Relative Intensity, %
Transcribed Image Text:(b) CH3-CH–CH2–Č–0–CH3 and CH3-CH2-CH,–C–OC2H5 Scanned with Oken Scanner Mass Spectroscopy CH3 193 Can CH3 -CH3 and C6H5–CH2–CH–CH3. on of he (a) CgH;-C CH3 1 CH3 3 4 a C¢H5-C-CH2-CH3 and C6H5–CH2 C–CH2 CH3 CH —CH—CHз and CH3- с сН,—СН —СН3 (d) CH3 CH3 8 7 o The mass spectrum of an alcohol C5H120 is given below (Fig. 4.12). 100 45 80- 60- 40- 20- 59 73 de 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. 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. 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. 0. Explain the appearance of mle = 44 in the mass spectrum of butanal. Scanned with Oken Scanner nd Their S Orgun- 194 100 90 Mass SpectrosCi 19. Mass spec compound 20 (M*) 10 80 90 100 110 120 60 70 130 40 50 m/z 140 30 20 Fig. 4.13 100 r 6-8 re the peaks at mle = 113,90 - 91 and at mle = 65. Calculat. Fehling solution and Tolleme nd 29 are observed in its mass pund. at mle = 70, 55, 41, 39, 29 and е рeaks. --methylcyclohexene by mas eaks at mle = 98, 83, 70, 55 and se peaks. Linent peaks at mle = 148 (M'), the ions corresponding to these % Relative Abundance 2-pentanone and 3-pentanone ds be differentiated by mas Relative Intensity, %
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