3. Deduce the structure of a compound (containing a -OH group) with the molecular formular C6H140₂ that exhibits the following 'H NMR and ¹3C NMR spectra. (6 pts) Proton NMR 4.5 4.0 Carbon NMR 100 80 3.5 3.0 2.5 2.0 Chemical Shift (ppm) 60 40 Chemical Shift (ppm) 22 1.5 20 3 1.0 0.5 Windows Ink Worksi
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- When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp absorption at 7.3 δ. (a) How many parts per million downfield from TMS does chloroform absorb? (b) How many hertz downfield from TMS would chloroform absorb if the measurement were carried out on a spectrometer operating at 360 MHz? (c) What would be the position of the chloroform absorption in δ units when measured on a 360 MHz spectrometer?4. 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 gives a mass spectrum with essentially only three peaks at m/z = 77 (40%), 112 (100%), and 114 (33%). Identify the compound.
- 6. Predict the numbers of signals, integration ratios, and splitting pattems of the following compounds in the 'H-NMR and "C-NMR spectra. (12 pts) Compounds 'H-NMR BC-NMR CH, CHOCH,CCH, CH, Br b) c)(59) Which of the following structures corresponds to the attached 1H-NMR spectrum?Q3/A) How many signals 'H NMR be expected in the following molecules ? ( 1) 5-methyl-3-hexanone 2) acetone 3) 4-methylacetophenone 4)1-propanol 5) cinammic acid 6 (14 Mould)
- Question 5 Analyse the 'H NMR spectrum of benzocaine below and complete the table of 'H NMR spectroscopic data. (Redraw the table in your answer book and complete) Atom # SH Integration Multiplicity 1 2 3 4 5 6 7 8 9 10 11 12 Sy 18.5 10.0 9.5 9.0 8.5 (2) 8.0 CHCI 7.5 7.0 Benzocaine/CDC13 (4) (2) 6.5 6.0 $.5 5.0 4.5 pom 4.0 3.5 3.0 2.5 H₂O 2.0 (3) 1.5 1.0 0.5 TMS 0.0 -0.524) Draw 'H NMR for the following compound on the chemical shift scale in H NMR spectra below. Show multiplicity of each signal (and also label each signal as s,d,t,q,etc.). Show integration number next to each signal. Use the 'H NMR Chemical shifts table for approximate chemical shifts. chemical shift scate: w 10 8 g 4 6 5 Chemical Shift (ppm) 3 2 0The low-resolution mass spectrum of an unknown analgesic X had a molecular ion of 151. Possible molecular formulas include C7H5NO3, C8H9NO2, and C10H17N. High-resolution mass spectrometry gave an exact mass of 151.0640. What is the molecular formula of X?
- 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. HWhich one of these four compounds would give a 13C NMR spectrum with only these three peaks, one at 210, one at 40 and one at 20? H3C OB OD 13C NMR delta (8) values C=O of ketones, aldehydes C=O of acids, esters, amides C=C and C=N C-X (where X = halogen, O) base position, alkyl C OC A OA CH3 H3C B CH3 H3C1 220-200 160-180 100-150 40-70 0 - 40 CH3 H₂C D CH3Analysis given IR, CNMR (written below), HNMR and mol weight: weight: 142g/mol C NMR: 4 uniques C's, small peak at 220ppm, medium peak at 50ppm, 2 strong peaks at 21 and 22ppm