4. For each structure below circle the hydrogen(s) that is (are) expected to be found farthest upfield. H. H3C CH2-CH3 C H3C H H H H H CH2CH3 H₂ H₂ OH C. C- H3C CH3 H3C -CH3 H 5. For each structure, estimate the chemical shift of the circled hydrogen(s). H H3C H CH₂ OH O HC C-CH3 0 CH3 do H CHO H
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Could you answer questions 4 and 5 please, thank you.
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- a. b. identify the number of signals (i.e. types of hydrogen) for each structure below. predict the approximate chemical shift, integration (i.e. number of that type of hydrogen), and splitting for each signal in each structure. NO₂ NO₂ NO₂3. Look at the two spectra below, one of which is 2-methylcyclohexanol and one of which is 3methylcyclohexene. Which spectrum belongs to which compound? Explain your reasoning. 10- 4000 200 3500 3000 2500 1500 1000 600 Spectrum A 90 20 30 20 10 500 3000 2500 2000 1600 1000 500 Vieters kn1 Spectrum BWhat species is the most likely to undergo a 1,2-hydride shift? OA. В. OC. D. ÇH3 „CH CHCH3 „CHCH3 CH3 CH3 ç-CHCH, CH3 `CH3
- a. Predict the 13C NMR (# of peaks, integration of each peak, and relative chemical shift of each peak). Please show planes of symmetry that allowed you to make your predictions. b. Predict the 1H NMR (# of peaks, integration of each peak, splitting of each peak, and relative chemical shift of each peak). Please draw every hydrogen out and show planes of symmetry that allowed you to make your predictions. Also, show your math for how you determined the multiplicity (splitting) for each peak. о OH OH OH .OH4. Identify the different types of carbons and predict their approximate chemical shift. (See Figure 13-18.) CI CI CI. CI CI CIIdentify the important peaks in the following MS spectral data and draw the structure of the important peaks in the following MS spectral data.
- (Pinacol-Pinacolone) - Identify all the peaks from the IR spectrum. Be sure to list the cm-1 and the bond that corresponds to each peak16. Predict the multiplicity for each shaded protons in the following compounds a. CH3CH₂CCl2CH3 C. CH3CH(CH3)CH3 b. CH3CH(CH3)OH d. CH3CH₂COOCH2CH3CH3 2. An unknown isomer of C4H9Cl has the ¹³C NMR and DEPT-135 spectra shown below: 13C NMR: 90 70 |||| A 50 8 (ppm) CH3CH₂CH₂ CH₂ CI 30 10 DEPT-135: CH3 CH3-CHCH₂-CI B 90 70 Circle the compound that is represented by these spectra. Clearly explain your reasoning. you will need to explain how each of the other three isomers was eliminated from consideration. 50 8 (ppm) CH3CH₂ CH-CI CH3 C 30 10 CH3 CH3-C-CI CH3 D
- Q. 4. Circle all the stereocenters in the following molecules. For each stereocenter, assign an R or S designation according to the standard rules H. OH H3C., Но エ) .Match each spectrum with its structure: Which spectrum is for ethyl methyl ketone and which spectrum is for methyl 3-bromopropionate? (ignore the triplet at 77 ppm) CH3-C-CH₂CH3 ethyl methyl ketone. 200 zde CH₂0-C-CH₂CH₂Br methyl 3-bromopropionate Spectrum A 100 Spectrum BWhich of the following groups has the highest priority for assigning R-S absolute configuration? a. CH₂=CH- b. (CH3)₂CH-*c. (CH3)3C- d. CH₂CH₂- Type here to search Bl Mar... e. CH₂- 4 Zvate Windows ^) ENG ص 01:20 T-T/-1/-0 E