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resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane,
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- Why is K2HPO4 a weaker base than KOH?arrow_forwardWhich of the following two acids has the stronger conjugate base? Nitrous acid, Ka = 7.1 x 10–4 Phenol, Ka = 1.0 x 10–10 The strength of the conjugate base cannot be obtained from the information given. Nitrous acid, because it has a larger Ka value. Nitrous acid, because it has a smaller Ka value. Phenol, because it has a larger Ka value. Phenol, because it has a smaller Ka value.arrow_forwardShow how methanol (CH3OH) can serve as both an acid and a base. Write an equation for the reaction of methanol with sulfuric acid.arrow_forward
- Draw an energy diagram for the Brønsted–Lowry acid–base reaction of CH3CO2H with −OC(CH3)3 to form CH3CO2− and (CH3)3COH. Label the axes, starting materials, products, ΔH°, and Ea. Draw the structure of the transition state.arrow_forwardDescribe the acidity/basicity of each species and estimate the position of each equilibrium. CH3CH₂O + CH3C=CH CH3CH₂OH + H3CC=C b d a On the left, a is the and b is th✓ On the right, c is the and d is tl The species favored at equilibrium are those stronger acid stronger base weaker acid weaker base C Carrow_forwardThe pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74). Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.arrow_forward
- When the reaction below reaches equilibrium, does the equilibrium lie on the left or the right side? Briefly explain.ClO– + CH3CO2H ⇌ HClO + CH3CO2–arrow_forwardThe acid dissociation constant K of trimethylacetic acid (HC(CH³)₂CO₂) is 9.33 × 10¯6. a Calculate the pH of a 3.6M solution of trimethylacetic acid. Round your answer to 1 decimal place. pH = - 0 X Śarrow_forwardConsider the two following nitrophenol structures: OH OH `NO2 NO2 p-nitrophenol m-nitrophenol Predict which will be the stronger acid. (Hint: Consider possible resonance structures analogous to those given in the text for phenol.)arrow_forward
- Glycolic acid, HOCH2CO2H, is the simplest member of a group of compounds called αhydroxy acids, ingredients in skin care products that have an OH group on the carbon adjacent to a CO2H group. Would you expect HOCH2CO2H to be a stronger or weaker acid than acetic acid, CH3CO2H?arrow_forwardNaHCO3 can deprotonate benzoic acid but cannot deprotonate phenol. On the other hand, NaOH can deprotonate both benzoic acid and phenol. Given this information, rank the molecules numbered I to V in order of decreasing acidity. COH cOH он H,0 H,CO, IV CH3 II I II (A) V > II >I > III > IV (В) II > 1 > V > III IV (C) II > V >I > IV > IIarrow_forwardWhat is the relative trend in acidity and pKa of the two compounds? a. Structure I is the most acidic, and Structure I has the highest pKa. b. Structure I is the most acidic, and Structure I has the lowest pKa. c. Structure II is the most acidic, and Structure I has the highest pKa. d. Structure II is the most acidic, and Structure I has the lowest pKa.arrow_forward
- Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning