In benzaldehyde, two of the ring protons have resonance at 7.87 ppm, and the other three have resonance in the range from 7.5 to 7.6 ppm. Explain
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- Azulene, an isomer of naphthalene, has a remarkably large dipole moment for a hydrocarbon (μ = 1.0 D). Explain, using resonance structures.Compounds A and B are isomers having the molecular formula C4H8O3. Identify A and B on the basis of their 1H NMR spectra.Compound A: δ 1.3 (3H, triplet); 3.6 (2H, quartet); 4.1 (2H, singlet); 11.1 (1H, broad singlet)Compound B: δ 2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H triplet); 11.3 (1H, broad singlet)Draw the structures of Compound 13 a and 13b, clearly indicate your assignments of all proton resonances. Calculate the unsaturation index of each compound Compound 13a: C8H10O2 A=7.17 ppm singlet 4h B=4.70 ppm singlet 4h C= 2.99 ppm singlet 2H 1)Excess CrO3, H2SO4 2) CH3OH (excess) , H+ heat Compound: C10H10O4 A=8.11 ppm singlet 4H B=3.96 ppm singlet 6 H
- The pka of phenol (C6H5OH) is 10.0. When a nitro group (NO2) is attached to the ring, the pK, decreases, as shown for the ortho, meta, and para isomers. OH OH ОН OH NO2 (a) Explain why the pK, values of all three isomers are lower than the pka of phenol itself. (b) Explain why the meta isomer has the highest pka of `NO2 Phenol NO2 the three isomers. pKa = 10.0 7.23 8.35 7.14An unknown compound, C4H10O gave the following proton NMR data: Singlet at 3.32 ppm (3H) Triplet at 0.94 ppm (3H) Triplet at 3.35 ppm (2H) Multiplet 1.47 ppm (2H) What is the structure of the compound?Assign their proton signals and interpret the spectra (1H-NMR).
- This question relates to the1H-NMR spectrum of an alkane and two alkenes. How many proton environments are there in 2-methylbut-2-ene? How many proton environments are there in 1-bromo-4-chlorobutane? How many proton environments are there in trans-2-pentene What are the multiplicities of each proton environment in 2-methylbut-2-ene? What are the multiplicities of each proton environment in 1-bromo-4-chlorobutane? What are the multiplicities of each proton environment in trans-2-pentene?4. Deduce the structure for Compound Y which has a molecular formula CsH,CIO, given its "HNMR and "CNMR spectra: "HNMR of Compound Y эн 2H 2H 2H 6. 3 2 ppm 1CNMR of Compound Y 200 180 160 140 120 100 80 60 40 20 ppmProvide a structure for the compound C,HN, using the given information. IR: 3281 cm-1 'H NMR: 8 1.1 (8H, t, J = 7 Hz), 8 2.66 (4H, q, J = 7 Hz), 8 2.83 (4H, s). (Hint: The triplet at 8 1.1 conceals another broad resonance that contributes to the integral.) Draw the structure for C,HN,. 16 2
- 6)Rank the following compounds in order of increasing pKa values, and explain your choices in detail.At room temperature, N,N-dimethylformamide, HCON(CH3)2, has three "H NMR signals, appearing at 2.9, 3.0, and 8.0 ppm. As the temperature is increased, the two signals at 2.9 and 3.0 ppm merge into one signal. Explain. Hint: Consider the resonance structures of the compound.(1) ¹H NMR spectrum of an alcohol (C5H12O) is shown with related integral values of the each proton peaks. Propose a structure for this alcohol and assign each protons in this structure. 1H N-> 2 2H elle 8μ (ppm) 6H 3H il 1 0