EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Textbook Question
Chapter 3, Problem 3PP
PRACTICE PROBLEM 3.3
Which of the following are potential Lewis acids and which are potential Lewis bases?
(c)
(d)
(e)
(f)
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(a)
(e)
Draw the conjugate base for each of the following acids:
OH
OH
(b)
(f)
H
N.
(c) NH3
(g) NH4+
(d) H3O+
Would CH3NH3C2H3O2 (salt) be neutral, basic, acidic or cannot be determined?
(A)
Which of the following is the strongest base?
NH
(B)
(C)
(D)
Chapter 3 Solutions
EBK ORGANIC CHEMISTRY
Ch. 3 - Prob. 1PPCh. 3 - PRACTICE PROBLEM 3.2
Write equations showing the...Ch. 3 - PRACTICE PROBLEM 3.3 Which of the following are...Ch. 3 - Prob. 4PPCh. 3 - PRACTICE PROBLEM 3.5 Formic acid (HCO2H) has...Ch. 3 - Prob. 6PPCh. 3 - Prob. 7PPCh. 3 - Prob. 8PPCh. 3 - PRACTICE PROBLEM 3.9 Predict the outcome of the...Ch. 3 - Prob. 10PP
Ch. 3 - Prob. 11PPCh. 3 - Prob. 12PPCh. 3 - Prob. 13PPCh. 3 - Prob. 14PPCh. 3 - PRACTICE PROBLEM 3.15 Nitro groups have a large...Ch. 3 - PRACTICE PROBLEM 3.16
Your laboratory instructor...Ch. 3 - Prob. 17PPCh. 3 - Prob. 18PPCh. 3 - Prob. 19PPCh. 3 - What is the conjugate base of each of the...Ch. 3 - List the bases you gave as answers to Problem 3.20...Ch. 3 - 3.22 What is the conjugate acid of each of the...Ch. 3 - List the acids you gave as answers to Problem 3.22...Ch. 3 - Rank the following in order of increasing acidity.Ch. 3 - Without consulting tables, select the stronger...Ch. 3 - Designate the Lewis acid and Lewis base in each of...Ch. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Write an equation, using the curved-arrow...Ch. 3 - 3.30 What reaction will take place if ethyl...Ch. 3 - 3.31 (a) The of formic acid. What is the? (b)...Ch. 3 - Acid HA has pKa=20; acid HB has pKa=10. (a) Which...Ch. 3 - Prob. 33PCh. 3 - 3.34 (a) Arrange the following compounds in order...Ch. 3 - 3.35 Arrange the following compounds in order of...Ch. 3 - 3.36 Arrange the following in order of increasing...Ch. 3 - Prob. 37PCh. 3 - 3.38 Supply the curved arrows necessary for the...Ch. 3 - Glycine is an amino acid that can be obtained from...Ch. 3 - 3.40 Malonic acid, , is a diprotic acid. The for...Ch. 3 - 3.41 The free-energy change, , for the ionization...Ch. 3 - 3.42 At the enthalpy change, , for the ionization...Ch. 3 - The compound at right has (for obvious reasons)...Ch. 3 - 3.44.
(a) Given the above sequence of...Ch. 3 - Prob. 45PCh. 3 - Prob. 46PCh. 3 - 3.47 As noted in Table 3.1, the of acetone, , is...Ch. 3 - Formamide (HCONH2) has a pKa of approximately 25....Ch. 3 - List all the chemical species likely to be present...Ch. 3 - Prob. 2LGPCh. 3 - Prob. 3LGPCh. 3 - Prob. 4LGP
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- Consider the following bases: A Which of the following statements is true? (i) The ions increase in basicity as follows: A < B < C, with C being the strongest base. (ii) The conjugate acid of C would have the highest pKa of the conjugate acids of the three bases. (iii) A is the best electron donor. O ii only O i only O two of i, ii and i O i only O None of i, ii and iiiarrow_forwardSolve the following Given that pH = 13, 7.5 , 7.4 find: (a) pOH (b) H3O+ (c) OH-arrow_forwardIdentify the Lewis acid and Lewis base in each equation:arrow_forward
- For the following five reactions: (i) Cl− + AlCl3 → AlCl4−(ii) (CH3)3N + HCl → (CH3)3NHCl(iii) OH− + H3O+ → 2H2O(iv) Co3+ + 6NH3 → Co(NH3)6(v) F− + SiF4 → SiF5− Identify the Lewis acids. Choose from the list below and enter the five letters in order. (e.g. ACEGI, BDFHJ, etc.) A) Cl− B) AlCl3 C) (CH3)3N D) HCl E) OH− F) H3O+ G) Co3+ H) NH3 I) F− J) SiF4arrow_forward(4) Which acid below would have a stronger conjugate base? Give the reason (a) HCN, Ka 6.2 x 10-10 Ka=2.3 x 10-⁹ (b) HBrO,arrow_forwardFor each conjugate acid-base pair, identify the first species as an acid or a base and the second species as its conjugate acid or base. In addition, draw Lewis structures for each species, showing all valence electrons and any formal charge. (a) HCOOH HCOO-arrow_forward
- Which is the stronger base, (CH3)3N or H2BO3− and why?arrow_forwardBenzoic acid (C6H5COOH) and aniline (C6H5NH2) areboth derivatives of benzene. Benzoic acid is an acid withKa = 6.3 x10-5 and aniline is a base with Ka = 4.3 x10-10. (a) What are the conjugate base of benzoic acid andthe conjugate acid of aniline? (b) Anilinium chloride(C6H5NH3Cl) is a strong electrolyte that dissociates intoanilinium ions (C6H5NH3+) and chloride ions. Which willbe more acidic, a 0.10 M solution of benzoic acid or a 0.10M solution of anilinium chloride? (c) What is the value ofthe equilibrium constant for the following equilibrium?C6H5COOH(aq) + C6H5NH2(aq) ⇌ C6H5COO-(aq) + C6H5NH3+(aq)arrow_forwardConsider two acids: HCO2H (formic acid, pKa = 3.8) and pivalic acid [(CH3)3CCO,H, pK = 5.0]. (a) Which acid has the larger K? (b) Which acid is the stronger acid? (c) Which acid forms the stronger conjugate base? (d) When each acid is dissolved in water, for which acid does the equilibrium lie further to the right? %3D The pKa values in Table 2.1 span a large range (-7 to 50). The pK, scale is logarithmic. small difference in pK, translates into a large numerical difference, For example, the diffe between the pK, of NH3 (38) and CH2=CH, (44) is six pKa units. This means that NH, is one million times more acidic than CH,=CH,.arrow_forward
- For the following five reactions: (i) Cl− + AlCl3 → AlCl4−(ii) (CH3)3N + HCl → (CH3)3NHCl(iii) OH− + H3O+ → 2H2O(iv) Co3+ + 6NH3 → Co(NH3)6(v) F− + SiF4 → SiF5− Identify the Lewis bases. Choose from the list below and enter the five letters in order. (e.g. ACEGI, BDFHJ, etc.) A) Cl− B) AlCl3 C) (CH3)3N D) HCl E) OH− F) H3O+ G) Co3+ H) NH3 I) F− J) SiF4arrow_forward(a) Calculate [OH-] of a 4.40×10-1 M aqueous solution of triethylamine ((C2H5)3N, Kb = 4.0×10-4). (b)Calculate the pH of the above solution.arrow_forward3. For each of the following pairs of ions, identify the stronger base: (a) OH or NHz (b) F or Ch (c) CHSCH2O or CHSCOO Answer:arrow_forward
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