1. Predict the major organic products of the following reaction: a En H/H₂O Product A Product B For the reaction in 1a, above, the IR and NMR spectra for both products are shown below. b. For the IR spectrum for product A, identify which functional groups are suggested by the signals indicated by each of the arrows Q E T € 0 x c. For the NMR spectrum for product A, draw the structure of the product next to the spectrum and label the protons so that they match the letter labels shown on the NMR spectrum Fill in the Chemical shift, integration and multiplicity in the table. Integration-2 Integration-2 Integration-1 14 STRUCTURE: 12 10 8 Proto A C D E ppm Integration-3 Integration-2 Chemical Relativ inaon Mutploty

1. Predict the major organic products of the following reaction: a En H/H₂O Product A Product B For the reaction in 1a, above, the IR and NMR spectra for both products are shown below. b. For the IR spectrum for product A, identify which functional groups are suggested by the signals indicated by each of the arrows Q E T € 0 x c. For the NMR spectrum for product A, draw the structure of the product next to the spectrum and label the protons so that they match the letter labels shown on the NMR spectrum Fill in the Chemical shift, integration and multiplicity in the table. Integration-2 Integration-2 Integration-1 14 STRUCTURE: 12 10 8 Proto A C D E ppm Integration-3 Integration-2 Chemical Relativ inaon Mutploty

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 13E

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Chapter 5: INTEGRATED SPECTROSCOPY PRO Compound 9 is a high-boiling liquid (boiling point 201'C), that reacts with alkoxide to yield spectra, along with C NMR data, are given below Elemental Analysis: C, 49.16; H, 4.13, contains manes an ether. The Mass, IR, and 'H NMR Mass Spectrum 91 65 172-170 170 180 190 200 100 I0 120 130 140 Is0 160 30 40 60 70 90 Infrared Spectrum Wave Number, cm 1 4000 3000 2500 1300 1200 1100 B00 700 2000 1500 1000 10 11 12 13 ' Η ΝMR Wavelength, microns 14 15 2. ppm, 5 "C Spectral Data: Structure: singlet, 130.1 ppm; doublet, 129.0 ppm, doublet, 127.8 ppm; doublet, 127.7 ppm; triplet, 29.3 ppm C2000 Brooks/Cole Publishing Company Absorbance
hi for organic compound below , can you please show the analyses of H NMR showing integration ppm splitting of peaks and functional group can you please also draw the different hydrogen environment on the compound structure please. naming as Ha , Hb etc i am confused with how to integrate the three peaks that are next to each other
How could spectroscopy be used to support that the below reaction occurred? Choose all that apply. H₂C CH excess HCI H₂C. CI CI CH3 Choose one or more: OUV-vis will not be useful because no change in Amax would occur. O Use UV-vis; the product would not show an absorbance in the spectrum range due to a shorter Amax from that of the starting material O Use UV-vis; the product would show an absorbance at a longer Amax from that of the starting material. O IR will not be useful as no detectable change in the spectrum will occur. O Use IR; the product has a sharp narrow peak at 3300 cm-¹, but the starting material does not. O Use IR; the starting material has a sharp narrow peak at 3300 cm-1, but the product does not. O Use IR; the product has a strong broad peak at 2200 cm-¹, but the starting material does not.
19. For the following reaction, which of the following change(s) in the IR spectrum is consistent with conversion of the reactant to the product? DMSO A. absorption at 3200-3600 cm should disappear B. absorptions at 3200-3600 cm and 1100 om should disappear C. absorption at 1100 cm should disappear, a new absorption at 3100 cm should appear D. absorption at 1720 cm should appear, absorption at 3200-3600 cm should disappear E. none of these O A O B O D O E
How could spectroscopy be used to support that the below reaction occurred? Choose all that apply. excess CH HCI H,C, CH3 v 1st attempt Choose one or more: O Use IR; the product has a strong broad peak at 2200 cm-1, but the starting material does not. O Use UV-vis; the product would not show an absorbance in the spectrum range due to a shorter Åmax from that of the starting material O Use IR; the product has a sharp narrow peak at 3300 cm-1, but the starting material does not. O IR will not be useful as no detectable change in the spectrum will occur. O UV-vis will not be useful because no change in åmax Would occur. Use IR; the starting material has a sharp narrow peak at 3300 cm-1, but the product does not. Use UV-vis; the product would show an absorbance at a longer Âmax from that of the starting material. O Use IR; the starting material has a strong broad peak at 2200 cm-1, but the product does not.
What compound does this NMR show evidence for? Integration values are given in red below the peaks. 23 4 22 PPM O a. o b. olaa od. ое.
2. READ THE DIRECTIONS TO EACH QUESTION CAREFULLY - not following the directions means you get the question wrong! 3. FORMAT YOUR ANSWERS AS DIRECTED - formatting your answers incorrect means you get the question wrong! 4. Below are the IR regions and NMR chemical shifts table for use with the spectroscopy problems: ¹H NMR 12 R ΟΞΟ 11 10 PIC OH R H 9 8 7 ppm 6 OH H C=C-H 5 NH H-C-X H-C-O -OH X = F, Cl, Br (i.e. electronegative atom) 3 -NH 2 H-C-N H-C-S 1 -CH3 -CH₂- C=C-H H-C-C=O -CH H-C-C=C HC-0 0 4000 small range Hrange of values broad peak DID =C-H N-H 3250- 3300 broad with spikes -3300 3500 -O-H broad-3300 -3400 -O-H CEN usually strong N-H CIO C H ₹ -C-H O 2730- 2820 3000- 2 peaks 3100 2850- 2960 O -C-O-H broad-3000 3000 H -CEN 2500 wavenumber, cm-1 2200 <-CICH B 2200 2000 CC H.C. N 1680 000000 H 1600- 1660 0 OR 1730 1710 1600 NR₂ 1650 1500 1000
4. Assign a structure for the alkyl halide whose MS and 'H NMR are shown below. 60- IM+ 21 20- IM'1M+ 41 .0- 0.0 240 40 80 120 160 200 miz M, M+2 and M+4 are at m/z 200, 202, 204; fragments at m/z 121, 123 base peak at m/z 42 rmey Rel. Abundance
Text Mode * Lasso Select Insert Space 2. The nmr spectra of cyclopentanone, ethyl ether and n-butyraldehyde are shown below: Identify which is which, and analyze the spectra to the best of your ability. Et-0-Et CH; CHCH2 C-H 60 o Tau ) A THS 8.0 4.0 O PPM ASSIGNMENTS Sweep offset Freg response Sweep time. Spec amp. wddo Leps 500sec TAS 8.0 7.0 6.0 5.0 4.0 3.0 OPPM 50 TAS OFPM 50 4.0 3.0 20 8.0 7.0 60 日sRs
For the following 9 compounds (most of which were the ones used in this lab), tell me what peaks you would expect to see in the 'H-NMR spectrum of those compounds. I have provided table for you to fill out with approximate chemical shift (ppm units), peak multiplicity_(singlet, doublet, etc.) and integration of the signal (how many protons would give that signal). No IR data is required. In addition, tell me the number of 13C-NMR signals you would expect to see [specific 13C shifts are not required] Predict
THIS CAN NOT BE HAND-DRAWN! Interpret each of the following 1H NMR spectra. The integration for each peak is given above the peak. See the example for methyl ethyl ketone. All spectra were taken from http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi.
7. Propose a structure for the alkene having the mass spectrum shown below. Assume that there are no double bond rearrangements occurring. M+ is at 84, major fragments at 69, 43, 41. Identify the major fragmentations/fragments using a proposed structure.. MASS SPECTRUM 100 80 60 40 20 0.0+ 0.0 20 40 60 80 100 m/z Rel. Intensity