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Deduce the structure of the compound that gives the following
Figure 9.46 The
Figure 9.47 A simulated broadband proton-decoupled
Figure 9.48 The IR spectrum for Problem 9.42. (SDBS, National Institute of Advanced Industrial Science and Technology)
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Chapter 9 Solutions
EBK ORGANIC CHEMISTRY
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- Propose structures for compounds that fit the following descriptions: (a) A hydrocarbon with seven lines in its 13C NMR spectrum (b) A six-carbon compound with only five lines in its 13C NMR spectrum (c) A four-carbon compound with three lines in its 13C NMR spectrumarrow_forwardDeduce the structure of the compound that gives the following 1H, 13C, and IR spectra. Assign all aspects of the 1H and 13C spectra to the structure you propose. Use letters to correlate protons with the signals in the 1H NMR spectrum, and numbers to correlate carbons with the signals in the 13C spectrum. The mass spectrum of this compound shows the molecular ion at m/z 148. 6H 1H 2H 2H 1H 10 8 6 4 2 84 (ppm) CH CH CH3 CH CH 200 180 160 140 120 100 80 60 40 20 100 90 80 70 60 50 40 30 20 10 4000 3000 2000 1500 1000 500 Wavenumber (cm) Transmittance (%)arrow_forwardPart C Look at the NMR spectrum and list the structural characteristics you can determine from that spectrum. 200 180 160 140 120 100 80 60 40 20 13C NMR (CH, (CH, (CH) |(CH) CDCI (CH) (C) SOH SOH 7.18 708 6.18 6.08 CHCI, 10 8 (ppm) Part D Look at the set of spectra as a group and propose a structure the compound.arrow_forward
- 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+ = 87 From Proton and Carbon NMR Spectra See attached picture.arrow_forward(3) These natural compounds will have different numbers of 1H-NMR signals in different NMR solvents like CDC13 and methanol-d4. How many signals do you anticipate for each compound respectively in CDC13 and methanol-d4? LOCH 3 OHC. vanillin OH LOH acetoaminophen HO thymolarrow_forwardFor the compounds below give the 1H NMR data (chemical shift, integration and multiplicity) I appreciate the help.arrow_forward
- Determine the structure of a compound with the formula C11H15ClO2 based on the 1H NMR spectrum below. Based on its 13C NMR (DEPT) spectrum, it is evident that this molecule shows 9 signals including one methyl (CH3) and four methylene (CH2) units.arrow_forwardFind how many peaks will appear in the proton (1H) NMR spectrum and carbon (13C) NMR spectrum of each molecue. Don't take into account splitting in the proton(1H) NMRarrow_forwardDetermine the structure of the unknown compound using the following information. Please show what information are deduced for each spectra which can help predict the structure. From IR Spectra: See the attached picture. From Mass Spectra M+ = 162 base peak = 147 peaks at 43 and 91 From Proton and Carbon NMR Spectra See attached picture.arrow_forward
- Please show work 1. Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.arrow_forwardBelow are the ¹H NMR spectrum of triphenylmethanol, benzophenone, and bromobenzene. Identify the compound corresponding to each ¹H NMR spectrum and draw the structure next to the ¹H NMR spectrum. Assign ALL peaks in each of the three ¹H NMR spectra. Hint: Conjugated systems (benzophenone) including an electronegative atom will cause a more downfield shift of ring protons in ¹H NMR compared with non-conjugated systems (bromobenzene). 8 8 8 7 7 7 6 6 6 5 5 5 4 PPM 4 PPM 4 PPM 3 3 3 2 2 2 1 1 1 0 0 0arrow_forwardHow many peaks would appear in the ¹3C NMR spectrum of this compound?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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