Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 2.6, Problem 26P
a. Which of the halide ions (F–, Cl–, Br–, and l–) is the most stable base?
b. Which is the least stable base?
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Chapter 2 Solutions
Organic Chemistry
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the addbase renc1 ion when a....Ch. 2.1 - a. What is the conjugate acid of each or the...Ch. 2.2 - a. Which is a stronger acid: one with a pKa of 5.2...Ch. 2.2 - An acid has a Ka of 4.53 106 in water. What is...Ch. 2.2 - Prob. 6PCh. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...
Ch. 2.3 - Estimate the pKa values of the following...Ch. 2.3 - a. Which is a stronger base: CH3COO or HCOO? (The...Ch. 2.3 - Using the pKa values in Section 2.3, rank the...Ch. 2.4 - Prob. 14PCh. 2.5 - a. For each of the acid-base reactions in Section...Ch. 2.5 - Ethyne has a pKa value of 25, water has a pKa...Ch. 2.5 - Which of the following bases can remove a proton...Ch. 2.5 - Calculate the equilibrium constant for the...Ch. 2.6 - Rank the ions (CH3, NH2, HO, and F) from most...Ch. 2.6 - Rank the carbanions shown in the margin from most...Ch. 2.6 - Which is the stronger acid?Ch. 2.6 - Prob. 22PCh. 2.6 - Rank the halide ions (F, Cl, Br, and l) from...Ch. 2.6 - a. Which is more electronegative, oxygen or...Ch. 2.6 - Which is a stronger acid? a. HCl or HBr b....Ch. 2.6 - a. Which of the halide ions (F, Cl, Br, and l) is...Ch. 2.6 - Prob. 27PCh. 2.7 - What is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Prob. 29PCh. 2.7 - What is a stronger base?Ch. 2.8 - Fosamax (shown on the previous page) has six...Ch. 2.8 - Which is a stronger acid? Why?Ch. 2.8 - Prob. 34PCh. 2.9 - Using the table of pKa values given in Appendix I,...Ch. 2.10 - Prob. 36PCh. 2.10 - As long as the pH is not less than _______, at...Ch. 2.10 - A naturally occurring amino acid such as alanine...Ch. 2.10 - For each of the following compounds, indicate the...Ch. 2.11 - Write the equation that shows how a buffer made by...Ch. 2.12 - Draw the products of the following react ions. Use...Ch. 2.12 - What product are formed when each of the following...Ch. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - Which is a stronger base? a. HS or HO b. CH3O or...Ch. 2 - According to the explanations by Lewis, if a...Ch. 2 - a. Rank the following carboxylic acids from...Ch. 2 - Prob. 51PCh. 2 - For the following compound. a. draw its conjugate...Ch. 2 - Rank the following compounds from strongest to...Ch. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - For each compound, indicate the atom that is most...Ch. 2 - a. Given the Ka values, estimate the pKa value of...Ch. 2 - A single bond between two carbons with different...Ch. 2 - Tenormin, a member of the group of drugs known as...Ch. 2 - From which of the following compounds can HO...Ch. 2 - a. For each of the following pairs of reactions,...Ch. 2 - Prob. 63PCh. 2 - Which is a stronger acid? a. b. c. d.Ch. 2 - Prob. 65PCh. 2 - Given that pH+ pOH = 14 and that the concentration...Ch. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 68PCh. 2 - a. If an add with a pKa of 5.3 is in an aqueous...Ch. 2 - Calculate the pH values of the following...Ch. 2 - Prob. 1PCh. 2 - Prob. 2PCh. 2 - Prob. 3PCh. 2 - Which of the reactions in Problem 3 favor...Ch. 2 - Prob. 5PCh. 2 - Prob. 6PCh. 2 - Prob. 7PCh. 2 - Which is the stronger acid? a. ClCH2CH2OH or...Ch. 2 - Prob. 9PCh. 2 - Prob. 10PCh. 2 - Which is a more stable base? Remembering that the...Ch. 2 - Which is the Stronger acid?Ch. 2 - Prob. 13PCh. 2 - a. Draw the structure of (CH3COOH (pKa = 4.7) at...
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- 4. Circle the stronger acid between each pair of compounds. Give the factor that would cause this. Draw the stronger conjugate b. base of the two. a. CF3CH₂OH A OH B A LOH B LOH Draw the stronger conjugate base of the two.arrow_forwardDraw the products of each acid–base reaction. Indicate whether equilibrium favors the reactants or products.arrow_forward1. Which of the ff. groups is an electron donating group by resonance? A. COOCH3 B. COCH3 C. N(CH3) 3+ D. NHCH3 2. Looking at the diagram. Rank the ff. hydrogen atoms in the structure below based on the order of INCREASING acidity A. H4 < H3 < H1 < H2 B. H1 < H2 < H3 < H4 C. H2 < H3 < H1 < H4 D. H2 < H1 < H3 < H4arrow_forward
- HBr + H2O → H3O+ + Br- What is the Bronsted base in the reaction above? a. H2O b. Br- c. H3O+ d. more than one choice is correctarrow_forwardWhich one is the weakest base? A. aniline B. ammonia C. tetramethyl ammonium hydroxide D. ethylaminearrow_forward4. When H;PO, reacts with H30* in an acid/base reaction, H3O* acts as the acid. The conjugate base of H,O* is [H;PO4, H2POA, OH, H;0, H;0?)arrow_forward
- Consider the structure of pyridine, a base. Modify the structure to draw the conjugate acid. Add or delete atoms, bonds, charges and non-bonding electrons where appropriate. Select Draw Rings More / C H N C Z Erase 2 Qarrow_forwardFosamax has six acidic groups. The active form of the drug, which has lost two of its acidic protons, is shown in the box. (Notice that the phosphorus atom in Fosamax and the sulfur atom in Problem 36 can be surrounded by more than eight electrons because P and S are below the second row of the periodic table.) a. Why are the OH groups bonded to phosphorus the strongest acids of the six groups? b. Which of the remaining four groups is the weakest acid?arrow_forward1. What is the structure of N,N-diethylaniline? CH₂CH3 CH3 B 2. Which of the following compounds is least soluble in water? NH₂ A O₂N A. IB. II C. III D. both I and III 3. Which of the following compounds is the strongest base? NH₂2 NH₂ NH₂ III NH₂ A. I B. II C. III D. IV E. V IV NH₂ с NH₂arrow_forward
- Which is the stronger base? a. Br- or I- b. CH3O- or CH3S-c. CH3CH2O− or CH3COO−d. H2C =CH e. FCH2CH2COO− or BrCH2CH2COO− f. ClCH2CH2O− or Cl2CHCH2O−arrow_forward1. Indicate the direction in which each reaction is favoredarrow_forwardAcid strength and pka are proportional. Therefore, the the pka, the the acid. A. directly, higher, stronger B. directly, lower, lower C. inversely, lower, stronger D. directly, higher, more reactive E. inversely, more neutral, most stable/strongarrow_forward
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