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Chapter 18 Solutions
Organic Chemistry (8th Edition)
- Trifluoroethanol (CF3CH2OH, pKa = 12.5) is more acidic than ethanol (CH3CH2OH, pKa = 16). Provide a three-dimensional structure for each conjugate base and draw the orbitals for all lone pairs. Provide a succinct explanation for the greater acidity of trifluoroethanol.arrow_forwardWhich of the following statements is INCORRECT concerning the two acids below? Options: Acetic acid has higher water solubility than benzoic acid. Acetic acid has a higher melting point than benzoic acid. Benzoic acid has a larger conjugated system. Benzoic acid is the stronger acid. Acetic acid has an electron donating group in it's structure.arrow_forwardThe following three derivatives of succinimide are anticonvulsants that have found use in the treatment of epilepsy, particularly petit mal seizures. Q. Of these three anticonvulsants, one is considerably more acidic than the other two. Which is the most acidic compound? Estimate its pKa and account for its acidity. How does its acidity compare with that of phenol? with that of acetic acid?arrow_forward
- 4-Methylphenol is more acidic than ethanol (pKa 10.36 vs 16.0) , even though both contain an OH group and a methyl group. Draw the structures of the anions formed from loss of the alcoholic protons from both compounds. Use resonance to explain the difference in their respective acidities.arrow_forward4 5 Arrange the following bases in increasing base strength. There is no partial credit on this problem. Weakest base 1 2 3 Pyridine (C5H5N), Kb = 1.7 x 10-⁹ Aniline (C6H5NH2), Kb = 3.9 x 10-10 Strongest base Methylamine (CH3NH₂), Kb = 4.4 x 10-4 Hydrazine (N2H4), Kb = 1.3 x 10-6 ⠀ Dimethylamine ((CH3)2NH), K₂ = 5.1 x 10-4arrow_forwardJj.198.arrow_forward
- At which pH would the following ionization state of methionine be the the most dominant species in solution? (pKa and pl vales are shown below) 0 H₂N-CH-C 1 2 CH₂ CH₂ S CH3 Methionine pka₁ = 2.28 pka₂ = 9.21 pl = 5.74arrow_forwardWhich of the following sequences is in order of increasing acidity? O NH3 < HC=CH < CH3CH2OH < H20 < CH3COOH CH3CH2OH < NH3 < H20 < HC=CH < CH3COOH O CH3COOH < CH3CH2OH < H20 < NH3 < HC=CH H20 < CH3COOH < CH3CH2OH < HC=CH < NH3 NH3 < H20 < CH3COOH < HC=CH < CH3CH2OH Hi please help me with this and explain how you got the answer so that I can understand. thank you!arrow_forwardArrange the compounds in each set in order of increasing base strength. consult Table 4.1 for pKa values of the conjugate acid of each base.arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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