(a)
Interpretation:
The structure of the compound on the basis of NMR spectrum having molecular formula
Concept introduction:
Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.
(b)
Interpretation:
The structure of the compound on the basis of NMR spectrum having molecular formula
Concept introduction:
Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.
(c)
Interpretation:
The structure of the compound on the basis of NMR spectrum having molecular formula
Concept introduction:
Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.
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ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- The 1H-NMR spectrum of compound R, C6H14O, consists of two signals: d 1.1 (doublet) and d 3.6 (septet) in the ratio 6:1. Propose a structural formula for compound R consistent with this informationarrow_forwardAs reaction of (CH3)2CO with LIC≡CH followed by H2O affords compound D, which has a molecular ion in its mass spectrum at 84 and prominent absorptions in its IR spectrum at 3600−3200, 3303, 2938, and 2120 cm−1. D shows the following 1H NMR spectral data: 1.53 (singlet, 6 H), 2.37 (singlet, 1 H), and 2.43 (singlet, 1 H) ppm. What is the structure of D?arrow_forwardFollowing 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_forward
- Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.arrow_forwardCompound 2 has molecular formula C6H12. It shows three signals in the 1H-NMR spectrum, one at 0.96 ppm, one at 2.03 ppm, and one at 5.33 ppm. The relative integrals of these three signals are 3, 2, and 1, respectively. Provide structure for compound 2, explain how you reached your conclusion.arrow_forwardHow could 1H NMR spectroscopy be used to distinguish among isomers A, B, and C?arrow_forward
- 2) A compound having molecular formula C3H60 gave the following spectral data: ( 1 ) υν : λax 292 nm, εman 21 (ii) IR: 2720 cm1 (w) and 1738 cm(s) . Deduce the structure of the compound.arrow_forwardAccount for the following observations: (a) The 1H NMR spectrum of cyclohexane shows a single peak at room temperature, but when the temperate is lowered significantly the peak starts to broaden and then separates into two. (b) At room temperature, the 19F NMR spectrum of PF5 shows two lines, and even at the lowest experimentally accessible temperatures the spectrum is substantially unchanged. (c) In the 1H NMR spectrum of a casually prepared sample of ethanol a triplet and a quartet are seen. These multiplets show additional splittings if the sample is prepared with the careful exclusion of water.arrow_forwardA molecule of the molecular formula C5H11Br gives rise to the NMR spectrum below. When reacted with NaOH and water, it forms a product which by NMR has 2 protons 1H at 5.4 ppm and 1H at 5.5 ppm each having a 3J coupling of 17 Hz. (other protons also present) The product also has an IR stretch at 1550 cm 1. Provide the structures of the starting material and product. NaOH H,0 C;H„Br 6H triplet 4H quintet 1H quintet 10 8 Ppmarrow_forward
- Give the structure that corresponds to the following molecular formula and H1 NMR spectrum:: C7H16O4: δ 1.93 (triplet); δ 3.35 (s); δ 4.49 (triplet); relative integral 1:6:1.arrow_forwardCompound K, molecular formula C6H14O, readily undergoes acid-catalyzed dehydration when warmed with phosphoric acid to give compound L, molecular formula C6H12, as the major organic product. The 1H-NMR spectrum of compound K shows signals at d 0.90 (t, 6H), 1.12 (s, 3H), 1.38 (s, 1H), and 1.48 (q, 4H). The 13C-NMR spectrum of compound K shows signals at d 72.98, 33.72, 25.85, and 8.16. Deduce the structural formulas of compounds K and L.arrow_forwardThe 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning