Connect Access Card Two Year for Organic Chemistry
10th Edition
ISBN: 9781259636868
Author: Francis Carey
Publisher: McGraw-Hill Education
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Chapter 16, Problem 40P
A compound
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Is the structure on the bottom right corner of the FTIR photo correct for the mass spectrum, FTIR, and a proton NMR that has a doublet with an integration of 3 hydrogens at 7.25 ppm, a triplet with an integration of 1 hydrogen at 7.41 ppm, and a singlet with an integration of 6 hydrogen at 2.6 ppm? If not, what is the correct structure?
Propose a molecular formula for a compound that exhibits the following peaks in its mass spectrum.
(M)+• at m/z = 68, relative height = 100% (base peak)
(M+1)+• at m/z = 69, relative height = 4.3%
2,3-Dimethylbutane and 2,2-dimethylbutane have the same molecular ion in the mass spectrum, but only one of these isomers gives a significant fragment at m/z = 57. (a) Which isomer shows an intense peak at m/z = 57? (b) Propose a structure for the ion that gives rise to this peak. (c) The base peak in the mass spectrum of the other isomer occurs at m/z = 43. What ion gives rise to this peak?
Chapter 16 Solutions
Connect Access Card Two Year for Organic Chemistry
Ch. 16.2 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.4 - Prob. 3PCh. 16.5 - Prob. 4PCh. 16.5 - Give the structures, including stereochemistry,...Ch. 16.5 - Prob. 6PCh. 16.7 - Prob. 7PCh. 16.8 - Prob. 8PCh. 16.8 - Prob. 9PCh. 16.9 - Predict the principal organic product of each of...
Ch. 16.9 - Prob. 11PCh. 16.10 - Prob. 12PCh. 16.11 - Prob. 13PCh. 16.12 - Prob. 14PCh. 16.12 - Prob. 15PCh. 16 - Write chemical equations, showing all necessary...Ch. 16 - Write chemical equations, showing all necessary...Ch. 16 - Which of the isomeric C5H12O alcohols can be...Ch. 16 - Prob. 19PCh. 16 - Write equations showing how 1-phenylethanol could...Ch. 16 - Write equations showing how 2-phenylethanol could...Ch. 16 - Prob. 22PCh. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 24PCh. 16 - Write the structure of the principal organic...Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - (a) The cis isomer of 3-hexen-1-ol...Ch. 16 - Prob. 32PCh. 16 - Complete each of the following equations by...Ch. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - A diol (C8H18O2) does not react with periodic...Ch. 16 - Identify the compound C8H10O on the basis of its...Ch. 16 - dentify each of the following C4H10O isomers on...Ch. 16 - Prob. 39PCh. 16 - A compound C6H14O has the spectrum shown in Figure...Ch. 16 - Prob. 41DSPCh. 16 - Prob. 42DSPCh. 16 - Prob. 43DSPCh. 16 - Prob. 44DSPCh. 16 - Prob. 45DSPCh. 16 - Prob. 46DSPCh. 16 - Prob. 47DSP
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- The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.arrow_forwardWrite molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.007 83 (1H), 12.000 00 (12C), 14.003 07 (14N), 15.994 91 (16O). (a) M+=98.0844 (b) M+=123.0320arrow_forwardWhen measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp absorption at 7.3 δ. (a) How many parts per million downfield from TMS does chloroform absorb? (b) How many hertz downfield from TMS would chloroform absorb if the measurement were carried out on a spectrometer operating at 360 MHz? (c) What would be the position of the chloroform absorption in δ units when measured on a 360 MHz spectrometer?arrow_forward
- 2-methyl hexane shows an intense peak in the mass spectrum at m/z=43. Propose a likely structure for this fragment and explainarrow_forwardAccount for the formation of the base peak in these mass spectra. ( Q.) Isobutylamine, m/z 30arrow_forwardThe mass spectrum of 2,3-dimethylpentane [(CH3)2CHCH(CH3)CH2CH3]shows fragments at m/z = 85 and 71. Propose possible structures for theions that give rise to these peaks.arrow_forward
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