QI/ Which of these molecules best corresponds to the IR spectrum below. a) Methyl propanoate b) butanoic acid c) 4-hydroxy butanone O. 0.6 0.4 0.2 0.0 3000 2000 Wavenumber (cm-1) d) benzoic acid M pp 1000
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- The IR spectrum below belongs to an organic compound A having one nitrogen atom. Determine which structures that fits to the IR spectrum. Justify your answer by providing two (2) IR absorption peaks with their wavenumber. CN NH2 Ahsorbance / 4 50 100- 4000 3000 2500 2000 1500 1000 500 Wavenumbers / cm100 08 60 40 CH3(CH,),COOH 20 hexanoic acid 1711 1600 wavenumber (cm) 4000 3500 3000 2500 2000 1800 1400 1200 1000 800 600 tTAANSE-TTANCE1. Predict the approximate positions of all of the important absorptions in the IR spectrum of this compound. wwwww ww CH;CH2CH=CHČOH 2. Explain which functional group is present in the compound with the following IR spectrum. Show a possible structure for the compound. C6H10 NEAT 400 400 200 4000 300 300 3400 31200 3000 2900 2600 2400 200 2000 1800 1600 1400 1200 1000 WAVENUMBERS
- 8. a) Use the mass spectrum to determine the identity of the halogen atom (X) in the following molecular formula. 100 - C3H5XO2 80- 60 40 20- 152 154 20 40 60 80 100 120 140 160 180 200 m/z Relative IntensityThe compound whose IR spectrum is shown below has the following functional group: 4000 3500 2500 WAVENUMBER [cm-1] 3000 2000 1500 1000 500 primary amine O ester O ketone O alcohol O alkyne TRANSMITTANCE [%] 08 09Match the following functional groups with the associated IR frequency. (all measurements below approximate wavenumbers in cm-¹) Alkene (C-H) Alkane (C-H) Carbonyl (C=O) Alcohol (O-H) 1700 cm^- 3050 cm^-✪ 2900 cm^- 3400 cm^-
- 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: 'H NMR 12 11 R 20 ΟΞΟ 10 OH R 0=C 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 HC- 1 -CH3 -CH₂- CEC-H H-C-C=O -CH H-C-C=C 0 4000 DID small range range of values broad peak =C-H ⇓ 3250- 3300 N-H broad with spikes -3300 -O-H broad-3300 -3400 3500 -O-H -CEN N-H CO I, I =C H 2730- 2820 道 H 3000- 2 peaks 3100 -C-H 2850- 2960 0 -C-O-H broad-3000 3000 usually strong -CEN B 2200 -CICH 3 2200 2500 wavenumber, cm-¹ 2000 C C HC N 1680 OR 1730 200 C. H 1600- 1660 0.585 1710 C. NA₂ 1650 3 1600 O 1500 *** 1000The way a molecule fragments in a mass spectrometer depends upon OA. all of the them B. the stability of the fragments C. the structure of the molecule O D. OE. the energy of the electron beam hitting the molecule the bond strengths9) What would be the difference between the 4 alcohols in IR? They all show O-H, C-H sp3, and C-H aromatic bonds. The only way to tell which one is used would be by comparing the fingerprint regions to published IR spectra of each alcohol. Alcohol 2 has an aldehyde C-H group that could be seen between 2700-2800 and 2800-2900 cm-1 Only alcohol 3 will show O-H bond around 3300 cm-1 Only alcohol 1 will show C=C aromatic bonds around 1600 cm-1 10) Assuming 5.0 mL of alcohol 2 was used and 2.2 g of the product was isolated, what is the percent yield for this reaction? The product has a molar mass of 198.00 g/mol. 11) How could the percent yield be increased for this reaction? Add NaOH to neutralize the product as it forms Add a catalyst such as H2SO4 to help speed up the reaction Add a catalyst such as HCl to help speed up the reaction Cool the reaction on ice to increase the rate of reaction 12) Is there another way that the product of this reaction…
- Which functional group, except alkane, is presence in the following IR spectrum? INFRARED SPECTRUM Relative Transmittance 0.96 0.92 carboxylic acid ether alcohol alkene 3000 2000 Wavenumber (cm-1) m 10007. How could you distinguish between 1-butanol and diethyl ether by infrared spectroscopy? 1-butanol OH both C4H10O 8. How could you distinguish between methyl butanoate and pentanoic acid by infrared spectroscopy? ha pentancic acid diethyl ether OH both CsH100 OCH3 methyl butanoateA'2 The 'H-NMR spectra of cyclohexanol and cyclohexanone are given below. Identify which spectrum belongs to which compound and assign the peaks in each spectrum that substantiate your decision.