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Please answer problem 1. at the bottom of the first page.
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- A 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.Ascaridole is a natural product that has been used to treat intestinal worms. Explain why the two methyls on the isopropyl group in ascaridole appear in its 1H-NMR spectrum as four lines of equal intensity, with two sets of two each separated by 7 Hz.2.) How many 'H-NMR and 13C-NMR resonance signals would you expect in each spectrum for 2-aminophenyl phenyl sulfide? NH2 4 3 1 HR20DED0672NS ppm Assign. Shift(ppm) H H N 7.447 7.22 7.21 7.10 A H-c 7.09 6.77 6.75 4.27 H- HA H-E Peaks B and C overlapped to the solvent peak. The solvent peak was not deleted fron this spectrum. H
- A) Propose a structure of the following 'H NMR spectrum of a compound with formula C,H,Br, Chem. Rel. shift area 2.33 1.00 3.56 2.00 TMS 10 7 6 5 3 1 O ppm Chemical shift (8) B)Where might the following compound have IR absorptions ? CH3 0 HC=CCH2CHCH2COCH3 C) The following compound is (aromatic, antiarmoatic, non aromatic) D) The relationship between the following pair of protons is .( homotopic , enatiotopic, diastereotopic) CI ннн, н Intensity4. Deduce the structure of a compound with the molecular formular C8H10O that exhibits the following ¹H NMR and ¹³℃ NMR spectra. (6 pts) Proton NMR 22 7 Carbon NMR There are two. 160 unresolved lines at 130 ppm 140 120 5 Chemical Shift (ppm) 100 80 60 Chemical Shift (ppm) 40 3 20 2V 0A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata -170.7658 150 100 d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3) -60.4293 50 -20.7902 -14.1385 [ppm] [+]
- 1. For compound A given below, A (i) Draw all the expected proton signals with appropriate chemical shift (8, ppm) and splitting pattern. Write the number of protons (integration) on top of each signal. 8 2. 1 4 ppm (ii) Identify the number of signals for compound A in 13C NMR spectrum.Question: Assign the 1H NMR peaks to the correct protons and provide an explanation to justify. OH Me Dyhydroepiepoformin (1) 1H NMR (500 MHz): 6 4.45 (broad dt, J = 8.7 and 5.9 Hz, 1H), 3.57 (ddd, J = 3.7, 1.8 and 0.9 Hz, 1H), 3.34 (dd, J = 3.8 and 0.9 Hz, 1H), 2.75 ( ddq, J = 11.8, 6.7 and 5.1 Hz, 1H), 2.37 (dddd, J = 13.2, 6.0, 5.0 and 1.8 Hz, 1H), 1.85 (d, J = 5.2 Hz, 1H), 1.63(ddd, J = 13.4, 12.0 and 8.5 Hz, 1H), 1.04 (d, J = 6.8 Hz, 3H) %3D %D %D %D %3DFollowing is a 'H-NMR spectrum for a compound of molecular formula C,H,,0. From the integration, calculate the number of hydrogens giving rise to each signal. C,H1,02 26 18 44 10 9 8 7 6. 4 3 2 1 0 ppm Chemical shift (8)
- 2. 8. Deduce the possible structure of a compound with the molecular formula CyH1oo, that produces the following spectra. Label peaks and show your work. Proton NMR 12 11 10 9 8 6 5 3 Chemical Shift (ppm) Carbon NMR 128.8 128.4 126.8 35.8 -30.7 179.9 140.41 180 160 140 120 100 80 60 40 20 Chemical Shift (ppm)Assign NMR peaks to the following molecule:1) Propose the structures for the following 1H and 13C NMR spectrum. b) Molecular Formula: C8H8O3 1H-NMR, CDCl3 Solvent, Molecular Formula: C8H8O3 13C-NMR, CDCl3 Solvent, Molecular Formula: C8H8O3 in the pictures