45 A compound displays a prominent peak at 3400cm-1 in its IR spectrum. The mass spectrum has amolecular ion with m/z of 74. The base peak at m/z= 45. Draw a structure that best fits this data.Select to Draw

IR and mass spectrum are important tools for the probable structural elucidation of the unknown…

Answered: A compound displays a prominent peak at…

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

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.20P

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A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1Î—NMR: 1.4 Î´ (2 H, quartet, J=7 Hz); 1.2 Î´ (6H, singlet): 1.0 Î´ (1 H, singlet); 0.9 Î´ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 Î´ (a) Assuming that the compound contains C and H but may or may not contain O, give three possible molecular formulas (b) How many protons (H) does the compound contain? (c) What functional groups(s) does the compound contain? (d) How many carbons does the compound contain? (e) What is the molecular formula of the compound? (f) What is the structure of the compound? (g) Assign peaks in the moleculeâ€™s 1HNMR spectrum corresponding to specific protons.
Propose a structure consistent with the following spectral data for a compound C8H18O2: IR: 3350 cm-1 1H NMR: 1.24 Î´ (12 H, singlet); 1.56 Î´ (4 H, singlet); 1.95 Î´ (2 H, singlet)
A compound displays a sharp doublet at 3400 cm-1 in its IR spectrum. The mass spectrum has a molecular ion with m/z = 115 and a base peak of m/z=72. Draw a structure that best fits this data.
A compound displays key peaks at 1724, 1600, and 1585 cm-1 in its IR spectrum. There are also 2 peaks between 2700-2850 cm-1. The mass spectrum has a molecular ion with m/z 120. The base peak is at m/z=91. Draw a structure that best fits this data.
Predict the structure of the compound using the information below. From IR Spectra: Broad peak at 3500-3200 cm-1 Medium peak at 750 cm-1 From Mass Spectra M+ = 108 M+2 = 110 (with 3:1 peak ratio) From Proton NMR Spectra See attached picture.
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compound with the molecular formula C7H9N exhibits IR bands at 3450 cm-1 (medium, doublet), and 855 cm-1 (strong) and shows the following major mass spectral signals (m/z): 106 (base); 107 (M+, about 70% of base), 91 (40% of base), and 77 (about 20% of base). Deduce a reasonable structure from this data.
A compound used as a moth repellant has three molecular ion peaks at m/z = 146 (100%), 148 (65%) & 150 (10%) amu in its mass spectrum. A pair of smaller peaks are seen at m/z= 111 (34%) & 113 (11%). The infrared spectrum shows sharp absorption just above 3000 cm^-1 region, and also at 1480 cm^-1. The ^1 H nmr shows a single sharp signal at delta = 7.2 ppm, and the ^13 C nmr has two signals (delta = 133 & 130 ppm).
The mass spectrum of compound A shows the molecular ion at m/z 85, an M + 1 peak at m/z 86 of approximately 6% abundance relative to M, and an M + 2 peak at m/z 87 of less than 0.1% abundance relative to M. Q.) Propose a molecular formula for compound A.
Predict the structure of the compound using the information below. Kindly show what information are obtained for each spectra which may help in predicting the structure. From IR Spectra: See the attached picture From Mass Spectra M+ = 134 base peak = 105 peaks at 77 and 51 From Proton and Carbon NMR Spectra See attached picture.
Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm−1 and has the 1H NMR spectrum given below. What is the structure of G?
The mass spectrum of tert-butylamine follows shows an intense base peak at m>z 58, and very little else. Use a diagram toshow the cleavage that accounts for the base peak. Suggest why no molecular ion is visible in this spectrum.1

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A compound displays a prominent peak at 3400 cm-1 in its IR spectrum. The mass spectrum has a molecular ion with m/z of 74. The base peak at m/z = 45. Draw a structure that best fits this data.