Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 12, Problem 37P
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How could 1H NMR spectroscopy be used to distinguish among isomers A, B, and C?
Treatment of butan-2-one (CH3COCH2CH3) with strong base followed by CH3I forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectra of Q are given below. What is the structure of Q?
How could 1H NMR spectroscopy be used to distinguish betweencompounds X and Y?
Chapter 12 Solutions
Organic Chemistry
Ch. 12 - Prob. 1PPCh. 12 - Prob. 2PPCh. 12 - Prob. 3PPCh. 12 - PRACTICE PROBLEM 12.4 Predict the products of the...Ch. 12 - Prob. 5PPCh. 12 - Prob. 6PPCh. 12 - Practice Problem 12.7
Provide retrosynthetic...Ch. 12 - Prob. 8PPCh. 12 - What products would you expect from the reaction...Ch. 12 - What products would you expect from the reaction...
Ch. 12 - What product (or products) would be formed from...Ch. 12 - Prob. 12PCh. 12 - 12.13 Write reaction conditions and the product...Ch. 12 - Prob. 14PCh. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the major organic product from each of the...Ch. 12 - Synthesize each of the following compounds from...Ch. 12 - Prob. 20PCh. 12 - 21. Write a mechanism for the following reaction....Ch. 12 - Prob. 22PCh. 12 - 23. What organic products A-H would you expect...Ch. 12 - Prob. 24PCh. 12 - Show how 1-pentanol could be transformed into each...Ch. 12 - Provide the reagents needed to accomplish...Ch. 12 - Prob. 27PCh. 12 - For each of the following alcohols, write a...Ch. 12 - Prob. 29PCh. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Predict the major organic product from each of the...Ch. 12 - 34. Synthesize the following compound using...Ch. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - 37. Explain how and IR spectroscopy could be used...Ch. 12 - 38. An unknown X shows a broad absorption band in...Ch. 12 - Prob. 39PCh. 12 - The problem below is directed toward devising a...
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- Treatment of butan-2-one (CH3COCH2CH3) with strong base followed by CH3I forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectrum of Q are given below. What is the structure of Q?arrow_forward1a) What are the expected NMR and IR for the following compound? Q₂N-arrow_forwardHow could 1H NMR spectroscopy be used to distinguish between each pair of compounds?arrow_forward
- Indicate two basic differences that exist between the spectra of 1H y 13C in NMR.arrow_forwardAn unkown compound, which is insoluable in water but soluble in 10% aqueous sodium bicarbonate, yielded the given 1H NMR spectrum. What is the compound?arrow_forwardwhat is the ir spectroscopy of the compound and the reasonarrow_forward
- 5. Determine the structure of a compound with a molecular formula of C4H8O2 with the 13C and 'H NMR spectra below. No peaks exchange with D20 on the 'H NMR spectrum. ada I=2 |=3 1=3 1.2 4.0 4.0 3.0 2.0 1.0arrow_forwardTreatment of butan-2-one (CH3COCH2CH3) with strong base followed byCH3I forms a compound Q, which gives a molecular ion in its massspectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectra of Q aregiven below. What is the structure of Q?arrow_forwardExplain how ‘H NMR spectroscopy could be used to distinguish between these two compounds.arrow_forward
- Identify the structures of isomers E and F (molecular formula C4H8O2). Relative areas are given above each signal. a.Compound E: IR absorption at 1743 cm−1b.Compound F: IR absorption at 1730 cm−1arrow_forwardTreatment of compound C (molecular formula C9H12O) with PCC affordsD (molecular formula C9H10O). Use the 1H NMR and IR spectra of D todetermine the structures of both C and D.arrow_forwardIdentify the following compounds from its molecular formula and its IR and 1H NMR spectra:arrow_forward
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