Concept explainers
An unknown compound A (molecular formula
in
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ORGANIC CHEMISTRY-MOLYMOD PACKAGE
- An unknown compound has a molecular formula of C3H6O2. Its IR spectrum shows a very strong and broad band at 2980 and a strong sharp peak at 1716 cm-1. It exhibits the following signals in its 1H NMR spectrum (ppm): 1.21 (triplet, 3H), 2.48 (quartet, 2H), 11.7 (singlet, 1H); and the following signals in its 13C NMR spectrum (ppm): 8.9, 27.6, 181.5. Draw the structure of the unknown compound.arrow_forwardCompound A of molecular formula C3H6O shows a noteworthy infrared absorption at 1716 cm-1. Its 1H-NMR spectrum shows one singlet – δ 2.2 (6H) ppm. Its 13C-NMR spectrum has two signals – δ 30, 207 ppm. Suggest a structure for this compound.arrow_forwardThe 1H and 13C NMR spectra of compound A, C8H9Br are shown below. Answer the following questions. 1(a) Degree of the unsaturation of this compound is = , 1(b) The derived unsaturation number indicates that compound has ............= 1(c) Two peaks in between 6.5 - 8.0 δ indicate that compound is= 1(d) According to the splitting pattern of the peak at 1.20 δ and 2.58 δ indicates that compound has a .................. group= 1(e) According to the 1H NMR spectrum the number of nonequivalent aromatic proton sets in the compound = 1(f) According to the 13C NMR, the number of nonequivalent carbons in the compound is = 1(g) According to your answer in Q 1(f) the compound has a plane of symmetry Yes or NO = 1(h) The IUAC name for this unknown compound isNOT TOO SURE ABOUT MY ANSWERS, PLEASE CORRECT ME IF I'M WRONGarrow_forward
- An unknown compound has a molecular formula of C4H6O2. Its IR spectrum shows absorptions at 3095, 1762, 1254, and 1118 cm -1. It exhibits the following signals in its 1H NMR spectrum (ppm): 2.12 (singlet,3H), 4.55 (doublets of doublets, 1H), 4.85 (doublet of doublets, 1H), 7.25 (doublets of doublets, 1H); and the following signals in its 13C NMR spectrum (ppm): 20.8, 100.4, 141.2, 168.0. Draw the structure of the unknown compoundarrow_forwardAn unknown compound A (molecular formula C7H14O) was treated withNaBH4 in CH3OH to form compound B (molecular formula C7H16O).Compound A has a strong absorption in its IR spectrum at 1716 cm−1.Compound B has a strong absorption in its IR spectrum at 3600−3200cm−1. The 1H NMR spectra of A and B are given. What are the structuresof A and B?arrow_forwardIdentify the structure of compound A (molecular formula C9H10O) from the 1H NMR and IR spectra given.arrow_forward
- An unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two compounds (B and C)of molecular formula C10H16. B and C both react with H2 in the presence of Pd-C to form decalin. Ozonolysis of B forms D, and ozonolysis of C forms a diketone E of molecular formula C10H16O2. Identify the structures of compounds A, B, C, and E.arrow_forwardFollowing is the structural formula of Surfynol, a defoaming surfactant. Describe the synthesis of this compound from acetylene and a ketone. How many stereoisomers are possible for Surfynol?arrow_forwardIdentify the structures of D and E, isomers of molecular formula C6H12O2, from their IR and 1H NMR data. Signals at 1.35 and 1.60 ppm in the 1H NMR spectrum of D and 1.90 ppm in the 1H NMR spectrum of Eare multiplets.a. IR absorption for D at 1743 cm−1b. IR absorption for E at 1746 cm−1arrow_forward
- Assume a compound with the formula C4H8O. a) How many double bonds and/or rings does your compound contain? b) If your compound shows an infrared absorption peak at 1715 cm-1, what functional group does it have? c) If your compound shows a single 1H NMR absorption peak at 2.1 δ, what is its structure?arrow_forwardCompounds A and B have molecular formula C9H10O. Identify their structures from the 1H NMR and IR spectra given.arrow_forwardAn unknown compound X has the molecular formula C6H12O2. Compound X shows a strong peak in its IR spectrum at 1700 cm-1. The 1H NMR spectral data of compound X is given below. What is the structure of compound X?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning