Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significantfragments. Suggest possible structure based on MS and IR data.1. MF C3H,NOLODIR KBr Disc4000300020001500100050D0HAVENUMB ERI -1l3328132940 72601 7914941448 7036116660743156 792902 791151718 363087 743066 603054 66163916171604103699914093372474710 23136279698 2667162443613345793774300432831807771579 1516641911E0E I477974646 53617702962 79TFINSHETTANCET1

IR spectra deals results from the interaction of infrared radiation with matter by absorption. IR…

Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C;H,NO L00 50 IR KBr Disc 4D00 3000 1500 1000 so 2000 SDO NAVENUMBERI - 3328 13 3156 79 3087 3066 2940 72 2902 1639 1494 36 1166 60 801 79 718 36 710 23 698 26 671 62 79 1448 70 1151 74 74 1409 35 60 66 1617 44 1604 36 1362 72 57 1334 1036 74 999 79 937 74 3054 3004 77 1579 15 1664 1911 32 831 79 807 74 646 53 2962 79 1303 47 617 70

Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C;H,NO L00 50 IR KBr Disc 4D00 3000 1500 1000 so 2000 SDO NAVENUMBERI - 3328 13 3156 79 3087 3066 2940 72 2902 1639 1494 36 1166 60 801 79 718 36 710 23 698 26 671 62 79 1448 70 1151 74 74 1409 35 60 66 1617 44 1604 36 1362 72 57 1334 1036 74 999 79 937 74 3054 3004 77 1579 15 1664 1911 32 831 79 807 74 646 53 2962 79 1303 47 617 70

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter14: Mass Spectrometry

Section: Chapter Questions

Problem 14.37P

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Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data. 1. MF C₂H₂NO LOD IR KBr Disc 2000 1500 1000 TENSHITTENCEINT 50 4000 3000 3328 13 2940 72 3156 79 2902 79 3087 74 1639 3066 60 1617 44 1604 36 4 3054 66 3004 77 1579 15 2962 79 1664 D 1494 36 1448 70 1409 35 1362 72 1334 57 1911 32 1303 47 1166 60 1151 74 1036 74 999 79 937 74 831 79 807 74 NAVENUMBERI 601 79 718 36 710 23 696 26 671 62 646 53 617 70 500
Propose a structure for the alkene having the mass spectrum shown below. Assume that there are no double bond rearrangements occurring. M+ is at 84, major fragments at 69, 43, 41. Identify the major fragmentations/fragments using a proposed structure.. MASS SPECTRUM 100 80 60 - 40 20 - 0.0 0.0 20 40 60 80 100 m/z
12. Consider the data below to answer the following questions. C₂H₁40 IR: MS: 1715 cm-¹ M* at m/z = 114, a-cleavage fragment at m/z=71 McLafferty rearrangement fragment at m/z = 86 ¹H NMR: 0.928 (6H, triplet) 1.59 8 (4H, sextet) 2.36 8 (4H, triplet) a) Calculate the degree of unsaturation for this compound. b) What functional group is indicated by the IR data? c) Propose a structure consistent with the spectral data presented above. d) Interpret the mass spectral data by showing both fragmentation patterns.
a. Predict the structure of the unknown compound. b. Explain the fragmentation pattern and identify the important fragments. c. Show the mechanism how the fragments were identified. Hint. the mass spectra represents a compound with the formula C7H9N
Identify the structure of the important fragments. Show the arrow pushing mechanism to form the significant fragments. Suggest possible structure based on MS and IR data.
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CA Sc RCITS Mas Spectrum mie Infrared Spectrum "H NMR Wavelength, microns "C Spectral Data: Structure: singlet, 174.5 ppm quartet, 50.7 ppm doublet, 35.2 ppm quartet, 18.5 pPpm 02000 Brooks Cole Publishing Company
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Spectrum No.1 The infrared spectrum has no interesting features except aliphatic C-H stretching and bending. Give the mechanism that lead to the formation of ion fragments at m/2 = 83 & 55. Relative Intensity 100- Relative Intensity 80 60 9 20- 0-tm 10 100- 80 09 MS-NA-3722 9 20 20 MS-NU-3100 0-t 10 30 20 41 40 Spectrum No.2 The infrared spectrum has a medium intensity peak at about 1650 cm³¹. There is also a C-H out-of- plane bending peak near 800 cm³. Give the mechanism that lead to the formation of ion fragments at m/z = 69. 30 50 55 41 40 60 m/z 70 50 m/z 56 83 60 90 69 M(98) 70 100 110 M(84) 80
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