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EBK ORGANIC CHEMISTRY
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- The 1H NMR spectra of two carboxylic acids with molecular formula C3H5O2Cl are shown below. Identify the carboxylic acids. (The “offset” notation means that the farthest-left signal has been moved to the right by the indicated amount to fit on the spectrum; thus, the signal at 9.8 ppm offset by 2.4 ppm has an actual chemical shift of 9.8 + 2.4 = 12.2 ppm.)arrow_forwardAnalyze the 1H AND 13C NMR spectrum of C8H9NO given below and draw the structure of the compound.arrow_forwardThe 1H NMR spectra of two carboxylic acids with molecular formula C3H5O2Cl are shown below. Identify the carboxylic acids. (The “offset” notation means that the farthest-left signal has been moved to the rightby the indicated amount to fit on the spectrum; thus, the signal at 9.8 ppm offset by 2.4 ppm has an actual chemical shift of 9.8 + 2.4 = 12.2 ppm.)arrow_forward
- Using IR Spectroscopy to Determine the Types of Bonds in a Compound What types of bonds are responsible for the absorptions above 1500 cm−1 in compounds A and B?arrow_forwardThe 13C-NMR spectrum of 3-methyl-2-butanol shows signals at d 17.88 (CH3), 18.16 (CH3), 20.01 (CH3), 35.04 (carbon-3), and 72.75 (carbon-2). Account for the fact that each methyl group in this molecule gives a different signal.arrow_forwardGrignard reagents undergo a general and very useful reaction with ketones. Methylmagnesium bromide, for example, reacts with cyclohexanone to yield a product with the formula C7H14O. What is the structure of this product if it has an IR absorption at 3400 cm-1?arrow_forward
- What IR and H-NMR peaks would you expect to see in methyl 3-oxohexanoate (see p559, attached image)? Include band position, chemical shift, splitting in your response.arrow_forwardThe 1H-NMR spectrum of compound B,C7H14O , consists of the following signals: δ 0.9 (t, 6H), 1.6 (sextet, 4H), and 2.4 (t, 4H). Draw the structural formula of compound B.arrow_forwardDraw the structure for C5H10O with 1H NMR signals: δ 1.2 (s, 6H), 2.1 (bs, 1H), 5.0 (dd, 1H), 5.2 (dd, 1H), and 5.9 (dd, 1H).arrow_forward
- Following is the 1H-NMR spectrum of compound O, molecular formula C7H12. Compound O reacts with bromine in carbon tetrachloride to give a compound with the molecular formula C7H12Br2. The 13C-NMR spectrum of compound O shows signals at d 150.12, 106.43, 35.44, 28.36, and 26.36. Deduce the structural formula of compound O.arrow_forwardCompound CsH12 gives the following H-NMR. Draw the structure of the compound. Draw a box around the structure you want graded. 5.00 1.00 6.04 70 6.5 6.0 4.0 3.5 3.0 25 20 1.5 A student was adding bromine across the double bond of 2-butene to make 2,3-dibromobutane. After taking the NMR, the student discovered they didn't get the product expected. Based on the NMR, what product did they obtain? Draw a box around your answer. 1.00 2.01 |2.00 3.00arrow_forwardA bottle is labeled only "Compound B (C6H₁2)" and contains a colorless liquid. You have been called in as an expert to identify this compound from its spectra: IR: 3080, 1646, 888 cm¯¹; ¹H NMR 2400 2100 8 1800 compound B (C6H₁2) 7 1500 6 M chemical shift, Hz 1200 5 4695 900 J = 6.9 Hz 600 2234 6721 3 4 chemical shift, ppm (8) The magenta numbers in the spectrum are the relative integrals in arbitrary units, and the violet numbers are coupling constants. 300 13730 2 0 1 J = 6.9 Hz 0arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
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