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- When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in chloroform, exchange of the Ο-H proton is slow and spin-spin splitting is seen between the Ο-H proton and C-H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols? (a) 2-Methyl-2-propanol (b) Cyclohexanol (c) Ethanol (d) 2-Propanol (e) Cholesterol (f) 1-Methylcyclohexanol3-Methyl-2-butanol has five signals in its 13C NMR spectrum at 17.90, 18.15, 20.00, 35.05, and 72.75 . Why are the two methyl groups attached to C3 nonequivalent? Making a molecular model should be helpful.How many peaks do you expect in the 13C NMR spectrum of the product?
- 1. How many different sets of equivalent aromatic (benzene ring) carbons can be seen in the 13C NMR spectrum of your unknown monosubstituted benzene starting material? A. Are there any peaks for non-aromatic carbons in the 13C NMR spectrum of your unknown monosubstituted benzene starting material (yes or no)? B. If yes for part A, please list the corresponding ppm value(s) for any non-aromatic carbon(s)?For each compound shown below,(1) sketch the 13C NMR spectrum (totally decoupled, with a singlet for each type of carbon), showing approximatechemical shifts.(2) show the multiplicity expected for each signal in the off-resonance-decoupled spectrum.(3) sketch the spectra expected using the DEPT-90 and DEPT-135 techniques.(a)OCH3 C O CH2 CH3ethyl acetate1. Explain the appearance of the 1H-NMR spectrum of 1,1,2-tribromoethane. How many signals would you expect, and into how many peaks will each of the signals be split?
- For each compound shown below,(1) sketch the 13C NMR spectrum (totally decoupled, with a singlet for each type of carbon), showing approximatechemical shifts.(2) show the multiplicity expected for each signal in the off-resonance-decoupled spectrum.(3) sketch the spectra expected using the DEPT-90 and DEPT-135 techniques. H2C CH CH2Cl3-chloropropenePredict the 13C-NMR spectrum of methyl orange in DMSO-d6. How many signals will beobserved and in which range?How many signals would you expect to observe in the 1H -NMR spectrum of 2,3-dimethyl-1,3-cyclopentadiene? What would be the multiplicity (splitting) of each signal?
- Explain why the 13C NMR spectrum of 3-methylbutan-2-ol shows five signals.When the 1î-NMR spectrum of acetone, CH3COCH3, is recorded on an instrument operating at 200 MHz, a single sharp resonance at 2.1î is seen. (a) How many hertz downfield from TMS does the acetone resonance correspond to? (b) If the 1î-NMR spectrum of acetone were recorded at 500 MHz, what would the position of the absorption be in î units? (c) How many hertz downfield from TMS does this 500 MHz resonance correspond to?(a) Draw all six isomers of formula C4H8 (including stereoisomers).(b) For each structure, show how many types of H would appear in the proton NMR spectrum.(c) For each structure, show how many types of C would appear in the 13C NMR spectrum.