19.43 Explain each statement. a. The pKa of p-nitrophenol is lower than the pKa of phenol (7.2 vs. 10). b. The pKa of p-nitrophenol is lower than the pKa of m-nitrophenol (7.2 vs. 8.3).
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- Match each compound with its appropriate pKa value. Q.) 4-Nitrobenzoic acid, 4-nitrophenol, 4-nitrophenylacetic acid pKa 5 7.15, 3.85, and 3.41Explain the difference in acidity between p-methoxybenzoic acid (pKa = 4.46) and m-methoxybenzoic acid (pKa = 4.09)(17, 18, 5) Give the relative rates of reaction of the four carboxylic acid derivatives below with aqueous sodium hydroxide to give the sodium carboxylate salt.
- Explain below statement ? The pKa of p-nitrophenol is lower than the pKa of m-nitrophenol (7.2 vs. 8.3)19.57 Because phenol (C6H5OH) is less acidic than a carboxylic acid, it can be deprotonated by NaOH but not by the weaker base NaHCO3. Using this information, write out an extraction sequence that can be used to separate C6H5OH, benzoic acid, and cyclohexanol. Show what compound is present in each layer at each stage of the process, and if it is present in its neutral or ionic form.19.54 Draw the product formed when phenylacetonitrile (C6H5CH2CN) is treated with each reagent. a. H3O+ b. H₂O, TOH c. [1] CH3MgBr; [2] H₂O d. [1] CH3CH₂Li; [2] H₂O e. [1] DIBAL-H; [2] H₂O f. [1] [1] LiAlH4; [2] H₂O
- 15.2 For each alcohol, give all combinations of Grignard reagent + carbonyl that will give the product. a. b. e. carbonyl carbonyl carbonyl Grignard Grignard Grignard H', quench H', quench H*, quench 400 OH + w OH OCH, Ph OHBoth pyridine and pyrrole are nitrogen-containing aromatic heterocyclic compounds (see below). When treated with HCI, pyridine forms a hydrochloride salt, whereas pyrrole is unreactive. Provide an explanation for this observed difference in reactivity. Pyridine (pK8.77) Pyrrole (pK, 17.8) Select one: O A. Protonation of pyrrole destroys a stable aromatic ring, while protonation of pyridine does not disrupt its aromaticity. OB. Reaction of pyrrole with HCI forms an unstable nitrogenous anion. OC. pyrdine is planar while pyrrole is not. OD. The pyrrole nitrogen is a strongly deactivating group. OE. Pyrrole has a large bond angle strain, preventing it from reacting. OF. Pyrrole is sterically hindered; pyridine is not.Compound H (C,H,O,) gives a precipitate when treated with hydroxylamine in aqueous ethanol and a silver mirror when treated with Tollens' solution. Following is its 'H-NMR spectrum. Deduce the structure of compound H. Compound H 2H IH IH IH 7 5 Chemical shift (8) 0 ppm 10 9. 8. 3. 2.
- 1. a. 4-methoxybenzoic acid is less or more polar than 4-methoxyacetophenone? explain why (WITHOUT DRAWINGS) b. 3′-chloro-4′-methoxyacetophenone is less or more polar than 4-methoxyacetophenone? explain why (WITHOUT DRAWINGS) 2. a. 4-methoxybenzoic acid has a higher melting point than 4-methoxyacetophenone. explain why? (WITHOUT DRAWINGS) b. 3′-chloro-4′-methoxyacetophenone has a higher melting point than 4-methoxyacetophenone. explain why? (WITHOUT DRAWINGS)Consider the para-substituted aromatic ketones, NO,CeH,COCH3 (p-nitroacetophenone) and CH30OC,H,COCH3 (p-methoxyacetophenone). a. Which carbonyl compound is more stable? b. Which compound forms the higher percentage of hydrate at equilibrium? c. Which compound exhibits a carbonyl absorption at higher wavenumber in its IR spectrum? Explain your reasoning in each part.14.27 a, b, & c