Synthesis of Ibuprofen-Part 1:1.What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Giveapproximate wavenumbers associated with each functional group change.Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why thefollowing rearranged product is not formed.محرم محمد3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step?What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? Whatother impurities are present in your product and how do you know?

3)Answer)Initial Reaction:In the chlorination step, the benzyl alcohol undergoes a protonation (from…

Answered: Synthesis of Ibuprofen-Part 1: 1. What…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 15E

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Determine which of the following belongs to this ir spectra then complete the nmr analysismethyl butanoate benzaldehyde 1-chlorobutane 1-chloro-2-methylpropane butan-2-one propan-2-ol propanal
Determine which of the following belongs to this ir spectra then complete the nmr analysis methyl butanoate benzaldehyde 1-chlorobutane 1-chloro-2-methylpropane butan-2-one propan-2-ol propanal
When 1-bromobutane is treated with sodium acetate (CH3CO,Na), the major product for the reaction is an ester (CH;CO2CH2CH2CH2CH3). Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have the starting material.
In the 1H NMR spectra of 2-bromopropane (CH3)2CHBr and 1-bromopropane CH3CH2CH2Br, how many signals do you expect to see?
1B. Can 1H NMR spectroscopy be used to differentiate between the two compounds? Briefly explain why or why not. Predict the 1H NMR spectrum for each compound (include integration, multiplicity, and approximate chemical shift). Put it in data table format.
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The following two mass spectra represent 1-bromo-4-ethylbenzene and (1-bromoethyl)benzene, respectively. 100 - MS-IU-9451 Spectrum 1 80 - 60 40 20 - 25 50 75 100 125 150 175 m/z 100 - MS-NU-8350 Spectrum 2 80 - 60 20- 20 40 60 80 100 120 140 160 180 200 m/z 1. Assign each spectrum to one compound 2. Justify your assignment by assigning relevant signals in each spectrum. 3. Explain how you could determine which spectrum belongs to which compound. Relative Intensity Relative Intensity
A sample of tert-butyl bromide (2-bromo-2-methyl propane) has been contaminated with some methyl bromide. The NMR spectrum of this sample shows two signals, one at 1.8 ppm and one at 2.2 ppm, corresponding to these two compounds respectively. The integrals of the two signals equate to 6:1 respectively. What is the mole percent of each compound in the mixture, or phrasing it another way, what percentage of the mixture is tert-butyl bromide and what percentage is methyl bromide? Your objective is to answer this question, explaining how you reach your decision.
Q4. The following is the 13C NMR spectrum of a highly concentrated solution of dicyclopentadiene obtained in chloroform-d. Despite the high purity of the compound based on ¹H NMR, there is a massive peak observed at 77.2 ppm in this 13C spectrum, which doesn't correspond to any resonances expected for dicyclopentadiene. What is this peak, and why do you not see a corresponding peak for this compound in your ¹H NMR spectrum? 79-751 <-136.22 -132.62 132.27 132.23 135 130 125 120 115 110 105 100 95 90 85 80 75 70 65 60 55 50 45 40 35 30
Obtain the IR spectrum of your product. Draw your product on the spectrum and identify two IR absorptions that let you know that you have formed your product. Make sure you indicate what functional group is creating the absorption. Show everything on the spectrum. We get signals for anthracene in IR Spectra, ~ 3000cm-1 :sp2 CH stretch (aromatic) ~ 1620 cm : C=C stretch (aromatic) For maleic anhydride: Stretching band of maleic anhydride at 1856 cm-1 (low intensity) and 1780 cm-1 (medium intensity) and a band at 1707 cm -1 due to the C=O. Peak at 3000-3100 cm-1 is due to C-C
How many peaks would you expect in the 1H NMR spectrum of 1, 4-dimethyl- benzene (para-xylene, or p-xylene)? What ratio of peak areas would you expect on integration of the spectrum? Refer to Table 13-3 for approximate chemical shifts, and sketch what the spectrum would look like. (Remember from Section 2-4 that aromatic rings have two resonance forms.)
Ascaridole is a natural product that has been used to treat intestinal worms. Explain why the two methyls on the isopropyl group in ascaridole appear in its 1H-NMR spectrum as four lines of equal intensity, with two sets of two each separated by 7 Hz.

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