Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 2.2, Problem 6P
An acid has a Ka of 4.53 × 10–6 in water. What is its Keq for reaction with water in a dilute solution? ([H2O) = 55.5 M)
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An acid has a Ka of 4.53 X 10-6 in water. What is its Keq for reaction with water in a dilute solution? ([H2O] = 55.5 M)
An acid has a Ka of 4.53 * 10-6 in water. What is its Keq for reaction with water in a dilute solution? ([H2O] = 55.5 M)
Consider 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,.
Chapter 2 Solutions
Organic Chemistry (8th Edition)
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Consider the following reaction: a. What is the...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. 7PCh. 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. 15PCh. 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. 23PCh. 2.6 - What reaction in Problem 23 has the smallest...Ch. 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 - Which is a stronger base? (The potential maps in...Ch. 2.7 - What is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Rank the following compounds from strongest add to...Ch. 2.7 - What is a stronger base?Ch. 2.8 - For each of the following compounds, indicate the...Ch. 2.8 - Prob. 35PCh. 2.8 - Which is a stronger acid? Why?Ch. 2.8 - Fosamax (shown on the previous page) has six...Ch. 2.9 - Using the table of pKa values given in Appendix I,...Ch. 2.10 - For each of the following compounds (here shown in...Ch. 2.10 - As long as the pH is not less than _______, at...Ch. 2.10 - a. Indicate whether a protonated amine (RN+H3)...Ch. 2.10 - A naturally occurring amino acid such as alanine...Ch. 2.10 - a. At what pH is the concentration of a compound,...Ch. 2.10 - For each of the following compounds, indicate the...Ch. 2.10 - Given the data in Problem 47: a. What pH would you...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 - 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 alcohols from strongest to...Ch. 2 - a. Rank the following carboxylic acids from...Ch. 2 - Prob. 57PCh. 2 - For the following compound. a. draw its conjugate...Ch. 2 - Rank the following compounds from strongest to...Ch. 2 - Prob. 60PCh. 2 - Prob. 61PCh. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - A single bond between two carbons with different...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 - 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. 69PCh. 2 - Which is a stronger acid? a. b. c. d.Ch. 2 - Prob. 71PCh. 2 - Prob. 72PCh. 2 - Given that pH+ pOH = 14 and that the concentration...Ch. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 75PCh. 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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- What 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_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_forwardConsider two acids: HCO2H (formic acid, pKa = 3.8) and pivalic acid [(CH3)3CCO2H, pKa = 5.0]. (a) Which acid has the larger Ka? (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?arrow_forward
- Nitrous acid, HNO2, has a Ka of 4.5 x10-4 and carbonic acid, H2CO3, has a Ka of 4.3 x 10-7. Which is the stronger acid?arrow_forwardWhat is the pH of a 0.02 M solution of acetic acid (pKa = 4.84)?arrow_forwardConsider the acid-base nature of the salt NH4[C6H5COO], when it is dissolved in water. (1) What are the acid-base properties of the cation, NH4+? (2) What are the acid-base properties of the anion, C6H5COO™? (3) Would an aqueous solution of NH4[C6H5COO] be acidic, basic or neutral? C ◊arrow_forward
- Answer the following questions about acid-base equilibrium reactions (d)Based on the following Kavalues, which is the strongest acid and which is the weakest acid? Ka (HNO2) = 4.5 x 10 –4Ka (H2SO3) = 1.5 x 10 –2Ka (H2CO3) = 4.3 x 10 –7arrow_forwardWhich is the stronger base, (CH3)3N or H2 BO3− ?arrow_forwardPredict the position of equilibrium and calculate the equilibrium constant, Keq, for each acid-base reactionarrow_forward
- 4. A student has prepared 0.05 M solution of CH3-C=CH and has added to it 0.05 M solution of potassium tert-butoxide (K" O-C(CH3)3). (i) Write the equation for the acid-base reaction that might occur. (ii) With curved arrows track the movements of electron pairs. (iii) Assign Base, Acid, Conjugate acid for the base, Conjugate base for the acid. (iv) Calculate the percentage of deprotonated methyl acetylene taking into account that pKa of the conjugate acid of potassium tert-butoxide equals 18 and pKa of methyl acetylene equals 24.arrow_forwardAmmonia can react as an acid or a base. a) What is the conjugate acid of ammonia? b) What is the conjugate base of ammonia? c) arist dit ons servbed as Complete the following acid-base reaction in which NH3(e) acts as both an acid and a base: OcH 6 HOONH3() + NH3() = OOH (d FOZH (s *АНИ (1 sqz ions to biosqu adtaviðarrow_forwardacid base H3C 0:arrow_forward
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