24.83 A compound with the formula C6H0 is known to react with one molar equivalent of Br2 in carbon tetrachloride. When C6H10 was treated with a hot, basic solution of potassium permanganate, followed by acid workup, a product was formed whose IR spectrum exhibits a broad absorption of medium intensity from 2500 to 3300 cm-1 and a sharp, intense absorption near 1700 cm¯. The 'H and 1°C NMR spectra of the product are shown. (The multiplet at 39 ppm is from the solvent, DMSO-d6.) Draw the structure of CH10- 14 13 12 11 10 9. 7 6 4 3 2 1 250 200 150 100 50 Chemical shift (ppm) Chemical shift (ppm)

24.83 A compound with the formula C6H0 is known to react with one molar equivalent of Br2 in carbon tetrachloride. When C6H10 was treated with a hot, basic solution of potassium permanganate, followed by acid workup, a product was formed whose IR spectrum exhibits a broad absorption of medium intensity from 2500 to 3300 cm-1 and a sharp, intense absorption near 1700 cm¯. The 'H and 1°C NMR spectra of the product are shown. (The multiplet at 39 ppm is from the solvent, DMSO-d6.) Draw the structure of CH10- 14 13 12 11 10 9. 7 6 4 3 2 1 250 200 150 100 50 Chemical shift (ppm) Chemical shift (ppm)

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...

See similar textbooks

Similar questions

Do not give handwriting solution.
Mass spectrometry of an unknown compound revealed a molecular ion at m/z 100.09. The IR spectrum, the ¹³C NMR spectrum, and the ¹H NMR spectrum are shown below. Draw the structure of this compound. 4000 220 3000 200 180 160 2000 M 1500 Wavenumbers (cm-¹) 140 120 100 1H 80 6H 1000 40 3H 20 ppm 500
Use the 1H NMR and IR spectra given below to identify the structure of compound B (molecular formula C4H8O2).
Treatment of compound D with LIAIH, followed by H,O forms compound E. D shows a molecular ion in its mass spectrum at m/z = 71 and IR absorptions at 3600 –- 3200 and 2263 cm. E shows a molecular ion in its mass spectrum at m/z = 75 and IR absorptions at 3636 and 3600 – 3200 cm'. Propose structures for D and E from these data and the given 'H NMR spectra. %3D Part 1 out of 2 1Η ΝMR of D 2 H 2 H 1 H 8 7 4 3 2 1 ppm LO CO
The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 . The 1H and 13C peaks are also listedbelow. Provide a full analysis of the NMR spectra for compound 1. correct assignment of NMR spectra of both 13C spectra. correct rationalisation of 13C spectrum1H 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).13C NMR (101 MHz, CDCl3) δ 160.79, 154.09, 143.43, 131.85, 127.87, 124.44, 118.86,116.94, 116.74.Note: There are two carbon peaks in the 13C spectrum that are so close together that they are not differentiable at the resolution in this experiment. you should be able to assign these peaks to one of two carbon atoms in 1.
Use the 1H NMR and IR data to determine the structure of attachedcompound.
Treatment of 2-methylpropanenitrile [(CH3)2CHCN] withCH3CH2CH2MgBr, followed by aqueous acid, affords compound V, whichhas molecular formula C7H14O. V has a strong absorption in its IRspectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91(triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and2.60 (septet, 1 H) ppm. What is the structure of V?
The mass spectrum of 3-ethyl-3-methylheptane [(CH3CH2)2C(CH3)CH2CH2CH2CH3] shows fragments at m/z = 127, 113, and 85. Propose structures for the ions that give rise to these peaks