Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 16, Problem 40P
A compound
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Chapter 16 Solutions
Organic Chemistry - Standalone book
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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- Write 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_forwardA compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1ΗNMR: 1.4 δ (2 H, quartet, J=7 Hz); 1.2 δ (6H, singlet): 1.0 δ (1 H, singlet); 0.9 δ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 δ (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 molecule’s 1HNMR spectrum corresponding to specific protons.arrow_forwardA mass spectrum shows significant peaks at m/z = 87, 115, 140, and 143. Which of the following compounds is responsible for that mass spectrum?arrow_forward
- The mass spectrum of 2,3-dimethylpentane shows peaks at m/z = 57 and 43. Propose possible structures for the ions that give rise to these peaksarrow_forwardA 13 C-NMR and 1 H-NMR spectrum of C12 H 17 NO is shown below. Determine thestructure of C12 H 17 NO. There is a peak at 15.0 ppm and 15.4 ppm. There are twopeaks at 129.5 ppm.arrow_forwardThe 1H-NMR spectrum of 1,3-propanediol (HO-CH2-CH2-CH2-OH) shows a quintet at 1.81 ppm, a singlet at 2.75 pm, and a triplet at 3.83 ppm. Assign each signal to the protons it corresponds to in the molecule. Explain the splitting pattern observed for each signal.arrow_forward
- The mass spectrum of a ketone (C7H14O) exhibits a base peak at m/z = 57. Is the ketone most likely heptan-2-one, heptan-3-one, or heptan-4-one? Explainarrow_forwardA compound has a molecular ion in its mass spectrum at m / z = 58, and a strong absorption band at its IR at 1720. What would be the structure?arrow_forwardLabel the molecular ion, the base peak, and the M + 1 peak in the mass spectrum of pentane (C5H12).arrow_forward
- The mass spectrum of n-octane shows a prominent molecular ion peak (m>z 114). There is also a large peak at m>z 57,but it is not the base peak. The mass spectrum of 3,4-dimethylhexane shows a smaller molecular ion, and the peak atmass 57 is the base peak. Explain these trends in abundance of the molecular ions and the ions at mass 57, and predict theintensities of the peaks at masses 57 and 114 in the spectrum of 2,2,3,3-tetramethylbutane.arrow_forwardThe molecular ion peak in a mass spectrum of compound W appears at m/z = 107. Predict the molecular formula of compound W. (Hint: Compound W contains a heteroatom, not only carbon and hydrogen).arrow_forwardPropose a molecular formula for a compound that exhibits the given peaks in its mass spectrum. Draw a possible structure. M*• at m/z = 136, relative height = 12.1% (M+1)*• at m/z = 137, relative height = 1.2%arrow_forward
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