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Compound X
Figure 2 The broadband proton-decoupled
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- The 1H and 13C NMR spectra of compound A, C8H9Br, are shown. Propose a structure for A, and assign peaks in the spectra to your structure.arrow_forwardCompound A, a hydrocarbon with M+=96 in its mass spectrum, has the 13C spectral data given below. On reaction with BH3, followed by treatment with basic H2O2. A is converted into B, whose, 13C spectral data are also given below. Propose structures for A and B. Compound A Broadband-decoupled l3C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 Compound B Broadband-decoupled 13C NMR: 26.1, 26.9, 29.9, 40.5, 68.2 DEPT-90: 40.5 DEPT-135: positive peak at 40.5 ; negative peaks at 26.1, 26.9. 29.9, 68.2arrow_forward¹H-NMR Spectra 3 M.F. = C₂H₁3NO 1 S 10 -00 8 6 PPM 4 N 21 3 ſ 2[2] -~ 2 3 jarrow_forward
- Which of the protons in the following molecule appear at the highest 8-value in the ¹H NMR spectrum? Explain your reasoning. H₂ iii iv H CH3 i y HCarrow_forwardQ4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and strong bands at 1725 and 1185 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 10.53 ppm Positive No peak Positive No peak No peak No peak 12.03 14.30 Positive 22.14 Negative No peak No peak 65.98 Negative 128.83 No peak 136.73 Positive Positive 168.16 No peak No peak (C=0) 0.97 2.05 7.92 2.96 7.0 6.5 60 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0arrow_forward11 10 9 8 7 9 +6 5 -3 2 1 ppmarrow_forward
- An unknown compound D exhibits a strong absorption in its IR spectrumat 1692 cm−1. The mass spectrum of D shows a molecular ion at m/z =150 and a base peak at 121. The 1H NMR spectrum of D is shown below.What is the structure of D?arrow_forwardGive and explain the analysis of H-NMR and C-NMR spectra of the followingarrow_forwardDraw the structure of molecular formula C8H10O that produced the 1H NMR spectra shown below. The IR spectrum does not show a broad absorbance at 3300 cm–1 or a strong absorbance at 1710 cm–1.arrow_forward
- Which C9H100 compound gives the following 1H NMR spectrum? 3H 3H 2H 2H 3. 6. 4 PPM 8. H. 3 4. 1 2.arrow_forward5 Propose structures for compounds whose 1H-NMR spectra and 13C-NMR are given in the attached picture: C6H12arrow_forwardQ3: The proton NMR spectrum of a compound with formula C5H100 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 2968, 2937, 2880, 2811, and 2711 cm1 and strong bands at 1728 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 11.35 ppm No peak No peak No peak Positive 12.88 Positive 23.55 Negative 47.78 Positive Positive 205.28 Positive Positive (C=0) T m 240 2.35 2.30 2.25 2.20 0.75 0.91 1.04 1.01 2.90 2.92 9.6 9'5 24 23 2.2 2.1 2.0 1.9 1.8 1.7 1.6 14 1.3 1.2 1.1 10 0.9 2890.2 \ 2888.0 690.2 0'889 F189¬ 669.6 667.8arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning