Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 4, Problem 24E
Summarize the relationship between
a. For a given base, the higher the
b. For a given base, the lower the
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Chapter 4 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 4 - Prob. 1CTQCh. 4 - Figure 4.1 is a cartoon depiction of liquid water...Ch. 4 - Prob. 3CTQCh. 4 - Prob. 4CTQCh. 4 - In HF , neither H nor F holds a full formal charge...Ch. 4 - Prob. 6CTQCh. 4 - Prob. 7CTQCh. 4 - Prob. 8CTQCh. 4 - Within any one section of Table 4.2, boiling...Ch. 4 - Prob. 10CTQ
Ch. 4 - Prob. 11CTQCh. 4 - Prob. 12CTQCh. 4 - Prob. 13CTQCh. 4 - Prob. 14CTQCh. 4 - Prob. 15CTQCh. 4 - Prob. 16CTQCh. 4 - Prob. 17CTQCh. 4 - Prob. 18CTQCh. 4 - Prob. 19CTQCh. 4 - Prob. 20CTQCh. 4 - Prob. 21CTQCh. 4 - Prob. 22CTQCh. 4 - (E) Label each of the following as strong acid,...Ch. 4 - Prob. 24CTQCh. 4 - Draw the structure of the conjugate base of water....Ch. 4 - Does Cl have a conjugate acid? If so, what is it?...Ch. 4 - Draw the conjugate base of CH4 (methane).Ch. 4 - For the previous four questions, label each...Ch. 4 - Prob. 29CTQCh. 4 - According to the conventions above, what is the...Ch. 4 - Draw an arrow on Figure 4.13 representing Hrxn4 ....Ch. 4 - Prob. 32CTQCh. 4 - Add a + or above each curved arrow in Figure 4.11...Ch. 4 - Prob. 34CTQCh. 4 - Prob. 35CTQCh. 4 - Prob. 36CTQCh. 4 - Prob. 37CTQCh. 4 - Prob. 38CTQCh. 4 - Prob. 39CTQCh. 4 - Prob. 40CTQCh. 4 - Prob. 41CTQCh. 4 - Prob. 42CTQCh. 4 - Prob. 43CTQCh. 4 - Prob. 44CTQCh. 4 - Prob. 45CTQCh. 4 - Prob. 46CTQCh. 4 - For NH3 (ammonia) and H2O (water)... a. Use curved...Ch. 4 - Prob. 48CTQCh. 4 - Prob. 49CTQCh. 4 - Prob. 50CTQCh. 4 - Prob. 51CTQCh. 4 - Prob. 52CTQCh. 4 - Prob. 53CTQCh. 4 - Prob. 1ECh. 4 - Prob. 2ECh. 4 - Prob. 3ECh. 4 - Prob. 4ECh. 4 - Prob. 5ECh. 4 - Prob. 6ECh. 4 - Prob. 7ECh. 4 - Prob. 8ECh. 4 - Propanal (bp 48°C) and propanol (bp 97°C), both...Ch. 4 - Rank the following molecules from lowest to...Ch. 4 - Prob. 12ECh. 4 - For each molecule below, draw the conjugate acid...Ch. 4 - For each structure you drew in the answer to the...Ch. 4 - Mark each of the following statements True or...Ch. 4 - Organic chemistry is a bit like cooking. Later in...Ch. 4 - Prob. 17ECh. 4 - Prob. 18ECh. 4 - Are endothermic reactions favorable or...Ch. 4 - Prob. 20ECh. 4 - Is bond formation endothermic or exothermic? Write...Ch. 4 - Summarize the relationship between pKa and acid...Ch. 4 - Summarize the relationship between pKa and base...Ch. 4 - Prob. 25ECh. 4 - Consider the following bases: a. For each base...Ch. 4 - Prob. 27ECh. 4 - The following are equivalent ways of asking about...Ch. 4 - Prob. 29E
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- For conjugate acidbase pairs, how are Ka and Kb related? Consider the reaction of acetic acid in water CH3CO2H(aq)+H2O(l)CH3CO2(aq)+H3O+(aq) where Ka = 1.8 105 a. Which two bases are competing for the proton? b. Which is the stronger base? c. In light of your answer to part b. why do we classify the acetate ion (CH3CO2) as a weak base? Use an appropriate reaction to justify your answer. In general, as base strength increases, conjugate acid strength decreases. Explain why the conjugate acid of the weak base NH3 is a weak acid. To summarize, the conjugate base of a weak acid is a weak base and the conjugate acid of a weak base is a weak acid (weak gives you weak). Assuming Ka for a monoprotic strong acid is 1 106, calculate Kb for the conjugate base of this strong acid. Why do conjugate bases of strong acids have no basic properties in water? List the conjugate bases of the six common strong acids. To tie it all together, some instructors have students think of Li+, K+, Rb+, Cs+, Ca2+, Sr2+, and Ba2+ as the conjugate acids of the strong bases LiOH, KOH. RbOH, CsOH, Ca(OH)2, Sr(OH)2, and Ba(OH)2. Although not technically correct, the conjugate acid strength of these cations is similar to the conjugate base strength of the strong acids. That is, these cations have no acidic properties in water; similarly, the conjugate bases of strong acids have no basic properties (strong gives you worthless). Fill in the blanks with the correct response. The conjugate base of a weak acid is a_____base. The conjugate acid of a weak base is a_____acid. The conjugate base of a strong acid is a_____base. The conjugate acid of a strong base is a_____ acid. (Hint: Weak gives you weak and strong gives you worthless.)arrow_forwardFind the value of Kb for the conjugate base of the following organic acids. (a) picric acid used in the manufacture of explosives; Ka = 0.16 (b) trichloroacetic acid used in the treatment of warts; Ka = 0.20arrow_forwardFor each value of Ka, calculate the corresponding value of pKa. Which compound is the stronger acid? (a) Acetic add, Ka = 1.74 105 (b) Chloroacetic acid, Ka= 1.38 103arrow_forward
- How is acid strength related to the value of Ka? What is the difference between strong acids and weak acids (see Table 13-1)? As the strength of an acid increases, what happens to the strength of the conjugate base? How is base strength related to the value of Kb? As the strength of a base increases, what happens to the strength of the conjugate acid?arrow_forwardFor each of the following reactions, predict whether the equilibrium lies predominantly to the left or to the right. Explain your predictions briefly. (a) H2S(aq) + CO32(aq) HS(aq) + HCO3(aq) (b) HCN(aq) + SO42(aq) CN(aq) + HSO4(aq) (c) SO42(aq) + CH3CO2H(aq) HSO4(aq) + CH3CO2(aq)arrow_forwardWhat are the products of each of the following acid-base reactions? Indicate the acid and its conjugate base and the base and its conjugate acid. HC1O4+ H2O — NH/ + H2O -» HCOr + OH" —arrow_forward
- Weak base B has a pKb of 6.78 and weak acid HA has a pKa of 5.12. a Which is the stronger base, B or A? b Which is the stronger acid, HA or BH+? c Consider the following reaction: B(aq)+HA(aq)BH+(aq)+A(aq) Based on the information about the acid/base strengths for the species in this reaction, is this reaction favored to proceed more to the right or more to the left? Why? d An aqueous solution is made in which the concentration of weak base B is one half the concentration of its acidic salt, BHCl, where BH+ is the conjugate weak add of B. Calculate the pH of the solution. e An aqueous solution is made in which the concentration of weak acid HA twice the concentration of the sodium salt of the weak acid, NaA. Calculate the pH of the solution. f Assume the conjugate pairs B/BH+ and HA/A are capable of being used as color-based end point indicators in acidbase titrations, where B is the base form indicator and BH is the acid form indicator, and HA is the acid form indicator and A is the base form indicator. Select the indicator pair that would be best to use in each of the following titrations: (1) Titration of a strong acid with a strong base. (i) B/BH+ (ii) HA/A (2) Titration of a weak base with a strong acid. (i) B/BH+ (ii) HA/Aarrow_forwardFor each of the following reactions predict whether the equilibrium lies predominantly to the left or to the right. Explain your prediction briefly. (a) HCO3(aq) + SO42(aq) CO32(aq) + HSO4(aq) (b) HSO4(aq) + CH3CO2(aq) SO42(aq) + CH3CO2H(aq) (c) [Co(H2O)6]2+(aq) + CH3CO2(aq) [Co(H2O)5(OH)]+(aq) + CH3CO2H(aq)arrow_forwardAbout this time, you may be wishing you had an aspirin. Aspirin is an organic acid with a Ka of 3.27 104 for the reaction. HC9H7O4(aq) + H2O() C9H7O4(aq) + H3O+(aq) If you have two tablets, each contains 0.325 g of aspirin (mixed with a neutral binder to hold the tablet together), and you dissolve then in a glass of water to give 225 mL of solution, what is the pH of the solution.arrow_forward
- The Ka of a weak acid is 3.33 x 10-5, what is the pKb of it's conjugate base?arrow_forwardIf a solid mixture of the three aromatic compounds shown below is placed in 3 M HCl, which is likely to dissolve?arrow_forwardWhich of the following two acids has the stronger conjugate base? Formic acid, Ka = 1.80 x 10–4 Hypochlorous acid, Ka = 3.0 x 10–8 Formic acid, because it has a smaller Ka Formic acid, because it has a larger Ka The strength of the conjugate base cannot be obtained from the information given. Hypochlorous acid, because it has a smaller Ka Hypochlorous acid, because it has a larger Kaarrow_forward
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