Of the four potential reaction products, what is the identity of the product isolated from the reaction by the researcher?• View Available Hint(s)O 1-(2-phenylphenyl)butan-1-one (compound 4).1-[4-(4-butanoylphenyl)phenyl|butan-1-one (compound 3).The identity of the product isO 1-(3-phenylphenyl)butan-1-one (compound 2).O 1-(4-phenylphenyl)butan-1-one (compound 1). An undergraduate researcher performed the reaction provided below with the expected product being compound 4. Unfortunately, this reaction could lead to several undesirable reaction products. The researchadviser wants the student use 13C-NMR spectroscopy to confirm the identity of the isolated reaction product.compound 11-(4-phenylphenyl)butan-1-onecompound 21-(3-phenylphenyl)butan-1-oneAIC, CHCI,orcompound 3compound 41-[4(4-butanoylphenyl)phenyl]butan-1-one 1-(2-phenylphenyl)butan-1-oneThe undergraduate obtained a 13C NMR of the isolated product:8 129.5 128.0Ppm20018016014012010080604020ppmFigure 1: 13C-NMR spectrum in CDCl3 (triplet at 77 ppm) of the product isolated from the reaction shown with biphenyl. (Taken from Huggins, Gurst and Lightner, 2D NMR-Based Organic SpectroscopyProblems.)-135.760-127.236

Carbon-13 NMR spectroscopy is a key analytical tool as the usage of proton-NMR spectroscopy. In the former, the carbon-13 nucleus is analyzed for the nuclear spin orientation on the external magnetic field and in proton-NMR spectra, the 1H nucleus is analyzed for the nuclear spin orientation. The Friedel-Crafts acylation of the biphenyl with butanoyl chloride in the presence of AlCl3 catalyst yields the mixture of products (compounds 1, 2, 3, and 4). The major product formed is observed by employing carbon-13 NMR spectroscopy along with proton-NMR spectroscopy and the HRMS. Analysis of the spectra: All the four possible acylated products have the carbonyl group (-C=O) and in the carbon-13 NMR spectra, the carbonyl group provides a peak in the range of 200-205 ppm. Since each compound is the isomer of one another such as ortho, meta, and para, the carbonyl peak is inadequate to determine the specific isomer. The aromatic ring carbon in carbon-13 spectra along with the carbon next to the carbonyl group is analyzed for the required product formation. In ortho acylated biphenyl, the alkyl carbon next to the -CO group resonates at 43-45 ppm. When the distance of the acyl group is increased from ortho to para, the -CH2-CO peak resonances in a lower δ value (40 or less than 40). Since the provided carbon-13 spectra have a peak at 40 ppm, it affirms the presence of para isomer (compound 1). Besides, three distinguishable peaks correspond to the aromatic carbon in the range of 135-145 ppm also confirms the formation of compound 1. Further confirmation of the compound can be made by analyzing the proton-NMR spectra and high-resolution mass spectra (HRMS). Hence the formation of the acylated compound is identified as compound 1.

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Of the four potential reaction products, what is the identity of the product isolated from the reaction by the researcher? • View Available Hint(s) O 1-(2-phenylphenyl)butan-1-one (compound 4). O 1-(4-(4-butanoylphenyl)phenyl|butan-1-one (compound 3). O 1-(3-phenylphenyl)butan-1-one (compound 2). O 1-(4-phenylphenyl)butan-1-one (compound 1). The identity of the product is

Of the four potential reaction products, what is the identity of the product isolated from the reaction by the researcher? • View Available Hint(s) O 1-(2-phenylphenyl)butan-1-one (compound 4). O 1-(4-(4-butanoylphenyl)phenyl|butan-1-one (compound 3). O 1-(3-phenylphenyl)butan-1-one (compound 2). O 1-(4-phenylphenyl)butan-1-one (compound 1). The identity of the product is

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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