Which of the compounds below would exhibit the FEWEST chemically distinct hydrogens in the ¹H NMR spectrum? CH3 CH₂ CH3 ОО A B A D CH3 B CH3 CH3 C D CH₂CH3
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- The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum has a strong band at 1711 cm-1. The broadband-decoupled 13C NMR spectral results are tabulated along with the DEPT135 and DEPT90 information. Draw the structure of this compound.Acidcatalyzed dehydration of 3hydroxy3phenylcyclohexanone leads to an unsaturated ketone. What possible structures are there for the product? At what position in the ER spectrum would you expect each to absorb? If the actual product has an absorption at 1670 cm-1, what is its structure?In a dieIs aIder reaction between 1,5-CycIooctadiene and DimethyI MaIeate what product is expected and is it endothermic or exo; what prominent lR peaks you expect and how many proton peaks wiII be on the NMR spectra?
- PART 2: Compounds A, B, and C are isomers with the formula C5H11Br. Their broadband proton-decoupled 13C NMR spectra are given below. Information from the DEPT 13C NMR spectra is given near each peak. Give structure for C.Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed bytreatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is thestructure of R?Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, whichhas molecular formula C10H12O2. W shows prominent IR absorptions at3088–2897, 1740, and 1606 cm−1. W exhibits the following signals in its1H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20–7.35(multiplet) ppm. What is the structure of W?
- Compound K: molecular ion at 88; IR peak at 3600-3200 cm-1; 1H NMR data (ppm) at 0.9 (triplet, 3H), 1.2 (singlet, 6H), 1.5 (quartet, 2H), and 1.6 (singlet, 1H). Propose a structure.Addition of m-xylene to the strongly acidic solvent HF/SbF5 at -45°C gives a new species, which shows 1H-NMR resonances at d 2.88 (3H), 3.00 (3H), 4.67 (2H), 7.93 (1H), 7.83 (1H), and 8.68 (1H). Assign a structure to the species giving this spectrum.As 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?
- Provide a structure for the compound with molecular formula C5H10O and with the following spectroscopic data.IR: 1720 cm−11H NMR: 0.9δ (triplet, I=3H), 1.7δ (sextet, I=2H), 2.1δ (singlet, I=3H), 2.4δ (triplet, I=2H)Compounds A, B, and C are isomers with the formula C5H11Br. Their broadband proton-decoupled 13C NMR spectra are given below. Information from the DEPT 13C NMR spectra is given near each peak. Give structures for A and B. (Note: part 2 will be posted).The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. Kne appears af m/z=111 and the other appears at m/z=97. Identify the structure of each of these fragments.