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PRACTICE PROBLEM 9.2
What compound with molecular formula
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- 9. (a) A compound with chemical formula C₂H₂CIBr shows the proton NMR spectrum consisting of two doublets with J-7.3 Hz. What is the molecular structure of this compound? (b) The proton chemical shifts of the two doublets from the previous question differ by 0.3 ppm. Can you consider the proton spectrum as the first order one?arrow_forwardWhat is the structure of the compound which gives rise to this data? Explain your reasoning. NMR SPECTRUM C7H80arrow_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
- The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 and are found in the accompanying file. The 1H are also listedbelow. Identify the name of compound 1 and Provide a full analysis of the NMR spectra for compound 1 with table showing peak name and assignment 1H NMR (400 MHz, CDCl3) δ 7.73 (d, J = 9.5 Hz, 1H), 7.56 (ddd, J = 8.5, 7.5, 1.6 Hz, 1H),7.51 (dd, J = 7.5, 1.6 Hz, 1H), 7.36 (d, J = 8.5 Hz, 1H), 7.30 (dd, J = 8.5, 7.5 Hz, 1H), 6.45(d, J = 9.5 Hz, 1H).arrow_forward2,3-Dimethylbutane and 2,2-dimethylbutane have the same molecular ion in the mass spectrum, but only one of these isomers gives a significant fragment at m/z = 57. (a) Which isomer shows an intense peak at m/z = 57? (b) Propose a structure for the ion that gives rise to this peak. (c) The base peak in the mass spectrum of the other isomer occurs at m/z = 43. What ion gives rise to this peak?arrow_forwardPls explain tooarrow_forward
- Predict the theoretical number of different NMR signals produced by each compound, and give approximate chemical shifts. Point out any diastereotopic relationships. (a) Ph¬CHBr¬CH2Br (b) vinyl chloridearrow_forwardwhat are the structures of these two compounds by fully assigning their spectra peaks and explaining the coupling pattern in 1H NMR spectraarrow_forward1) They were given a mysterious chemical by ASP Rinuprasad, coded as Compound X, which was believed to be a forbidden drug smuggled through KLIA airport. Little they know about the chemical from the convict. As competent officers, together they decided to run several spectroscopic and analytical tests to determine the molecular structure of Compound X. They managed to obtain the spectra and data of IR, 'H NMR (400 MHz in CDCI 3), 13C and DEPT (100.6 MHz in CDC13), COSY, HMQC, HMBC, mass spectrometry and elemental analyses. Determine the molecular structure and name of Compound X. IR SPECTRUM 2.5 100 3.0 4.0 5,0 6.0 7.0 8.0 9.0 10 12 15 2000 avenumber cm 1500 000 1000 1Η ΝMR 7.50 7.45 7.40 7.35 7.30 7.25 7.20 7.15 7.10 7.05 7.00 55 50 1.5 100 9.5 9.0 8.5 8.0 7.5 7.0 65 60 4.5 35 3.0 2.5 20 10 0.5arrow_forward
- Propose a structure for compounds A and B whose spectra are shown. How do you do this problem step-by-step thank youarrow_forwardCompound 1 has molecular formula C7H15Cl. It shows two signals in the 1H-NMR spectrum, one at 1.08 ppm and one at 1.59 ppm. The relative integrals of these two signals are 3 and 2, respectively. Propose structures for compound 1, explaining how you reach your conclusion.arrow_forwardExplain why 2-chloropropene shows signals for three kinds of protons in its 1H NMRspectrum? Draw the structure and predict the approximate values for 1H-NMR spectra.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT