1. Propose the structure of a compound that exhibits the following 'H NMR data: a. CsH10O 1.09 8 (6H, doublet) 2.128 (3H, singlet) 2.588 (1H, septet) b. CH2O 0.91 8 (3H, triplet) 1.198 (6H, singlet) 1.50 8 (2H, quartet) 2.24 ō (1H, singlet)
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- 7. Propose structures for compounds that fir the following ¹H NMR data: C4H6Cl₂ 2.18 8 (3H, singlet) 4.168 (2H, doublet) 5.71 8 (1H, triplet) C5H10O 0.95 8 (6H, doublet) 2.10 8 (3H, singlet) 2.43 8 (1H, multiplet) C10H14 1.30 8 (9H, singlet) 7.30 8 (5H, singlet)14. Propose structure for a compound, C9H₁1Br that fits the following ¹H NMR data: 2.15 8 (2H, quintet) 2.75 8 (2H, triplet) 3.38 8 (2H, triplet) 7.22 8 (5H, singlet)2. The compound with the closed formula C4H9Br gives the following 1H NMR data. Write the clear formula of the compound with reasons. 1.0 ppm (triplet, 3 H); 1.7 ppm (dublet, 3H); 1.8 ppm (multiplet, 2H); 4.2 ppm (multiplet, 1H)
- 10. Deduce the identity of the following compound from the 1H NMR data given and briefly explain. C7H7NO3: 8 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)Construct a structure of the given 1H NMR data signals.A. C5H12O 0.91 δ (3H, triplet) 1.19 δ (6H, singlet) 1.50 δ (2H, quartet) 2.24 δ (1H, singlet) B. C4H10O 0.90 δ (6H, doublet) 1.76 δ (1H, multiplet) 3.38 δ (2H, doublet) 3.92 δ (1H, singlet) C. C5H10O 1.09 δ (6H, doublet) 2.12 δ (3H, singlet) 2.58 δ (1H, septet)10. Deduce the identity of the following compound from the 1H NMR data given and briefly explain C7H7NO3: 8 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm) question 8
- Determine the structure of the compound with the following spectral data. You must show your reasoning for full credit. (8pts) You must show your reasoning. MS: M+ (164) and M++2 in 1:1 ratio 1H-NMR: 3.5 (2H, triplet) 1.65 (2H, triplet) 0.9 (9H, singlet)8 8. Correlate each signal in the following 'H NMR for ethyl cinnamate with a particular set of hydrogens. Be sure to explain the location of the signal, the integration pattern, and the splitting pattern for all peaks. 'H NMR (300 MHz, DMSO): 1.21 (3H, t), 4.06 (2H, q), 6.31 (1H, d), 7.48 (1H, d), 7.33 (1H, t), 7.38 (2H, m), 7.54 (2H, d). 7 6 5 4 PPM 3 2 1 X 0Give the structure for the compounds with the molecular formula and H-NMR data given below. Molecular H NMR IR Structure? Formula C4H8O 3) 4) C4H9C1 5) CISH140 1.05, t (3H) 2.13, s (3H) 2.47, q (2H) 1.04, d (6H) 1.95, m (1H) 3.35, d (2) 2.20, s (3H) 5.08, s (1H) 7.25, m (10H) Strong peak near 1720 cm Strong peak near 1720 cm¹
- 13.45 Propose structures for the two compounds whose 'H NMR spectra are shown. (a) C4H9B1 Chem. Rel. alle shift area 1.05 6.00 1.97 1.00 3.31 2.00 TMS O ppm 10 8. 7 6 3 2 Chemical shift (6) (b) C4H§C12 Chem. Rel. shift area 1.56 3.00 2.13 2.00 3.72 2.00 4.25 1.00 TMS 10 9. 8. 7 6 4 3 2 1 O ppm Chemical shift (8) Intensity IntensityFor each of the following compounds, indicate how many 13C NMR signals will be seen. a. c. CH3CH,ċ-OCH CH3 b. CH3CH2CH2OCH2CH2CH3 d. (CH3)2C(OCH32 a: 4; b: 3; c: 3; d: 3 О а: 43B b: 3%3B с: 5; d: 3 O a: 3; b: 4; c: 5; d: 3 O a: 3; b: 3; c: 5; d: 34 A) The NMR of virstatin ethyl ester shows a deshielded triplet around 4.3 ppm and a deshielded quartet around 4.15 ppm. On the section of virstatin ethyl ester shown below UNAMBIGUOUSLY show which hydrogens in the molecule are giving rise to the deshielded quartet. (The deshielded triplet is from the CH2 group attached to the nitrogen). w - yya m rial I vietstia athy ter [ppm) 4B) 4.a (ppm) The above section of an NMR was taken from a student sample of this experiment. You see while the 2H triplet is still present at around 4.3 ppm, the 2H quartet is gone, replaced by a 3H singlet. As well a 3H triplet at 1.4 ppm also is missing from the NMR. Looking at the procedure for purifying virstatin ethyl ester you see that the ethyl ester is boiled in methanol. It appears that transesterification may occur in this process, resulting in virstatin methyl ester. In light of this statement explain the 3H singlet shown above and the missing 3H triplet. You may draw structures to help in your…