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Which molecule best fits the NMR spectrum?
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- Which structure is consistent with this 'H NMR spectrum? (1.2 ppm, triplet, 3H); (1.9 ppm, singlet, 3H); (4.2 ppm, quartet, 2H) A. H3C С. но D. C. B.7. Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy question Et 1. NaH Na,Cr207 LIAIHA (2 equiv) A в H2SO4, H20 Ét then H2O/N2OH 2. CH3I (2 equiv) (a) Provide structures for compounds A, B, and C. [Hint: Compound C has the formula C10H1402, M* = 166 ] (b) Compound C has the following 'H NMR chemical shifts: 8 3.36 (s, 6H), 4.43 (s, 4H), 7.31 (s, 4H). Label the chemically-inequivalent protons as HA, HB, Hc, etc. and clearly assign the chemical shifts. (c) Compound C has the following13C NMR chemical shifts: 8 58, 75, 128, 138. Label the chemically-inequivalent carbons as C1, C2, C3, and C4 and assign the chemical shifts (d) How could you use IR spectroscopy to confirm that compound B has reacted to form compound C? (e) Sketch the isotopic cluster for the mass spectrum of C. (e.g., What would the mass spectrum look like?)Which structure is in agraement with both of thasa R and H NMA data? IR, cm (Intensity)-2965 (strong), 1745 (strong), 1238 (strong) H NMR, ppm (splitting, H): 0.94 (doublet, 6H), 193 (multiplet, 1H), 2.05 (singlet, 3H), 3.8as (doublet, 2H) A. tor B. D. C.
- 6. The MS and 13C NMR spectra for two constitutional Isomers with 4 degrees of unsaturation are shown below. Please determine the molecular structures of the two constitutional isomers. ISOMER A ISOMER B 100 - 100- 80 80 - 60- 60- 40- MTs 140 20- 20- 25 50 100 125 25 s0 100 125 m/z m/z Speales tofat -Zpeaks 200 180 160 140 120 100 80 60 40 20 200 180 160 140 120 100 80 60 40 20 CoS-00-887 ppm CoS-00-686 pm Relative Intensity Relative Intensity3. Propose a structure that is consistent with each set of 1H-NMR data. a. CSH10 81.25, 3H, triplet 82.68, 2H, quartet 81.25, 5H, multiplet b. CsH9Br 82.00, 3H, doublet 85.15, 1H, quartet 87.35, 5H, myltirlet C. CAH8O 81.05, 3H, triplet 82.13, 3H, singlet 82.47, 2H, quartet d. CsH10Brz 81.3, 2H, multirlet 81.85, 4H, ultirlet 83.35, 4H, triplet e. CH14 80.23, 2H, singlet 81.21,12H, singlet 1C-NMR consists of 3 signals.Draw out the structure: The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290 cm^-1. MS is = M+ 150,m/z121,105,77. 1H NMR is=7.5 –7.9 m,4.1 q,1.2 t.; 13C NMR: 14.4,60.8,128.4,129.7,131,133,167ppm
- The MS and 13C NMR spectra for two constitutional isomers with 4 degrees of unsaturation are shown below. Determine the molecular structures of the two constitutional isomers.13. A compound with the molecular formula C.lH0 gives a 'H NMR spectrun consisting only of a quartet centered at 6 3.5 and a triplet at & 1.1. The most likely structure for the compound is: A) CH, CH,COH B) CH, сн,оснон C) CH,CH;CH,CH,OH D) CHSCII,OCH;CIHl, E) CH,CHCH,OH CHImine compounds usually show stretching bands in the IR in the range of 1690-1640 cm-1 and aromatic amines show a C-N stretch at 1340-1265 cm1. A related compound, N-benzylideneaniline, does not show tautomerism and has a C...N stretch at 1678 cm-1 while H2SB-1 shows a C..N stretch of 1590 cm-1. Given this information, does H2SB-1 show some C..N single bond character? но ono N' OH H2SB-1: 1590 cm-1 N-Benzylideneaniline: 1678 cm1
- 2. a. Which of the compounds below best matches the following 'H NMR spectrum? Integration values are indicated next to their corresponding signal. H но HO. A. В OH Он D E 24 16 16 8 5. PPM b. Briefly explain your answer 2 (a) based on number of signals, position of signals and the integration of the signals.WYY 9. 8 7 6. 4 PPM 3 1 0. Which of the following structures matches the 'H-NMR spectum provided above? H A) HH C' H. H B) H-C H D) HH C C) H-C C, C' H. H. C' C H-CCNO2 TH. Hc^NO2 H. 8.219 8.169 8.151 1.002 900 [ 1.003 | 1.001 0.987 5.270 | 1.998 4.608 2.3 (d) which structure. dala in 25 15 + 10 and IR spectrum ppm in the ¹H-NMR 3500 dod wwwww 3069. 2967 3000 он the most consistent with H-NMR shown ? chemical shifts. spectrumr en 1692 2650 2000 1304 919 1880 759 love which one for you think do Wight? is m₂