ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 14.24, Problem 28P
The base peak appears at
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The base peak appears at m/z 105 for one of the following compounds and at m/z 119 for the other two. Match the compounds with the appropriate m/z values for their base peaks.
A carbonyl compound has a molecular ion with an m/z of 86. The mass spectra of this compound also has a base peak with an m/z of 57. Draw the correct structure of this molecule.
How many carbon atoms are present in a compound that gives an (M+) peak of 100% and a (M+1) peak of 13.2%?
Chapter 14 Solutions
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
Ch. 14.3 - Prob. 1PCh. 14.3 - Prob. 2PCh. 14.4 - The 1H NMR signal for bromoform (CHBr3) appears at...Ch. 14.5 - identify the most shielded and least shielded...Ch. 14.5 - (a) Assign the chemical shifts 1.6, 2.2, and 4.8...Ch. 14.5 - Assign the chemical shifts 1.1, 1.7, 2.0, and 2.3...Ch. 14.5 - Assign the chemical shifts 1.6, 4.0, 7.5, 8.2, and...Ch. 14.6 - The 300-MHz 1H NMR spectrum of 1,4-dimethylbenzene...Ch. 14.6 - Prob. 9PCh. 14.6 - How many signals would you expect to find in the...
Ch. 14.7 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.8 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.11 - Prob. 13PCh. 14.11 - Prob. 14PCh. 14.12 - Hydrogen bonding between the oxygen of dimethyl...Ch. 14.14 - Prob. 16PCh. 14.15 - The 13C NMR spectrum of 1-bromo-3-chloropropane...Ch. 14.15 - Consider carbons x, y, and z in p-methylanisole....Ch. 14.15 - Prob. 19PCh. 14.16 - To which of the compounds of Problem 14.16 does...Ch. 14.18 - DEPT spectra for a compound with the formula...Ch. 14.20 - Vibrational frequencies are sensitive to isotopic...Ch. 14.21 - Prob. 23PCh. 14.22 - Prob. 24PCh. 14.23 - Prob. 25PCh. 14.23 - Which one of the C5H8 isomers shown has its max at...Ch. 14.24 - Knowing what to look for with respect to isotopic...Ch. 14.24 - The base peak appears at m/z105 for one of the...Ch. 14.24 - Mass spectra of 1-bromo-4-propylbenzene and...Ch. 14.25 - Prob. 30PCh. 14 - Each of the following compounds is characterized...Ch. 14 - Deduce the structure of each of the following...Ch. 14 - From among the isomeric compounds of molecular...Ch. 14 - The H1NMR spectrum of fluorene has signals at 3.8...Ch. 14 - Prob. 35PCh. 14 - H1NMR spectra of four isomeric alcohols with...Ch. 14 - Prob. 37PCh. 14 - We noted in Section 14.13 that an NMR spectrum is...Ch. 14 - Identify each of the C4H10O isomers on the basis...Ch. 14 - A compound (C3H7ClO2) exhibited three peaks in its...Ch. 14 - Label nonequivalent carbons in the following...Ch. 14 - Compounds A and B are isomers of molecular formula...Ch. 14 - C13 NMR spectra for four isomeric alkyl bromides...Ch. 14 - Prob. 44PCh. 14 - Prob. 45PCh. 14 - Identify the C3H5Br isomers on the basis of the...Ch. 14 - Prob. 47PCh. 14 - A compound (C8H10O) has the IR and H1NMR spectra...Ch. 14 - Deduce the structure of a compound having the...Ch. 14 - Figure 14.53 presents IR, H1NMR, C13NMR and mass...Ch. 14 - H1NMR, C13NMR, IR, and mass spectra are shown for...Ch. 14 - 1H NMR and IR spectra for a compound with the...Ch. 14 - FriedelCraftsalkylation of benzene with...Ch. 14 - Prob. 54DSPCh. 14 - Prob. 55DSPCh. 14 - Prob. 56DSPCh. 14 - Prob. 57DSPCh. 14 - Prob. 58DSP
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- From the given IR and mass spectra of the unknown compound: 1. Which element is surely present in the compound? a. F b. O c. Br d. N 2. Which statement is true? a. It has no saturation b. It is an acid anhydride c. It contains -CH2- next to benzene ring d. All are falsearrow_forwardIdentify the expected base peak in the mass spectrum of 2,2,3-trimethylbutane. Draw the fragment associated with this peak and explain why the base peak results from this fragment.arrow_forwardIn the mass spectrum of the following compounds, which is the tallest—the peak at m/z = 57 or the peak at m/z = 71? a. 3-methylpentane b. 2-methylpentanearrow_forward
- On each mass spectrum above, indicate the base peak and the molecular ion peak (or at least where you would expect to find it) and if the base peak on the mass spectrum for linalool has m/z 71, propose a structure for this fragment ion.arrow_forwardThree alcohol bottles were mislabeled in the stockroom: 1-pentanol, 2-pentanol, and 3-pentanol. A clever student decided to using MS to determine the identity of the structures. Using the MS data, draw the structure of the compound found in each bottle. Bottle #1: Base peak with a m/z of 45 Bottle #2: Base peak with a m/z of 70 and two significant peaks with m/z of 42 and 31 Bottle #3: Base peak with a m/z of 59arrow_forwardThe mass spectrum of Compound H, with a molecular formula C8H9NO is shown below. 1.Calculate the degree of unsaturation of Compound H. What information can be obtained from this calculated value? 2.Draw the most likely species responsible for the signals at the base peak. 3.Identify and draw the structure of Compound H.arrow_forward
- Propose the molecular formula for a compound that exhibits the following peaks in its mass spectrum (a) (M)+• at m/z = 46, relative height = 65.0 % of the base peak (b) (M+1)+• at m/z = 47, relative height = 1.4 % of the base peak Question 10 options: C4H6 C4H8O C7H12 C4H4O C2H6Oarrow_forwardThe two mass spectra below correspond to two isomers of C5H10O. Match the spectrum with the compound and draw the fragment ion that corresponds to the base peak.arrow_forwardConsider isomeric alcohols A and B and mass spectra [1] and [2]. (a) Label the molecular ion and base peak in each spectrum. (b) Use thefragmentation patterns to determine which mass spectrum correspondsto isomer A and which corresponds to isomer B.arrow_forward
- Answer the following questions using the mass spectrum and peak intensity data shown below. (a) What is the m/z of the M+ peak? (b) What is the m/z of the base peak? (c) Estimate the number of carbons in the compound. Show your work! (d) Does the molecule contain a N, Cl or Br? Explain. (e) Which of the compounds below could produce the given spectrum? Explain. (f) Draw the ion that corresponds to the base peak, and show how it is produced from the molecular ion.arrow_forwardThe 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.arrow_forwardC-NMR has a peak 19ppm what does it means？which carbon in the compound represents 19 ppm？lable out please？arrow_forward
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