Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 3, Problem 7PP
Interpretation Introduction
Interpretation:
The stronger base is to be identified using
Concept introduction:
The strength of an acid is generally described in terms of acidity constant
A large value of
The value of
The higher is the dissolution constant, that is, the reagent can produce more ions when dissolved in water, the stronger is the acid. Thus, by the above relation, strong acids have low
The stronger the acid, the weaker is its conjugate base.
Larger the value of
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Chapter 3 Solutions
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 - Prob. 15PPCh. 3 - Prob. 16PPCh. 3 - Prob. 17PPCh. 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 - Designate the Lewis acid and Lewis base in each of...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Write an equation, using the curved-arrow...Ch. 3 - When methyl alcohol is treated with NaH, the...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. 30PCh. 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. 34PCh. 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. 42PCh. 3 - Prob. 43PCh. 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. 4LGPCh. 3 - Prob. 1QCh. 3 - Which of the following is the strongest base? (a)...Ch. 3 - Prob. 3QCh. 3 - Prob. 4QCh. 3 - Prob. 5QCh. 3 - Which would be the weakest base? (a) CH3CO2Na (b)...Ch. 3 - What acid-base reaction (if any) would occur when...Ch. 3 - The pKa of CH3NH3+ equals 10.6; the pKa of...Ch. 3 - 3.9 Supply the missing reagents.
Ch. 3 - 3.10 Supply the missing intermediates and...
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- Identify the most and the least basic compound in each of the following sets. Leave the remaining answer in each set blank. a) Lithium ethoxide: b) Sodium chloride: c) Sodium acetate: Lithium diisopropylamide: Sodium formate: Sodium methoxide: Lithium acetate: Sodium acetate: Sodium phenoxide:arrow_forwardDraw the major resonance structure structure for b,c, darrow_forward2.1arrow_forward
- For the compound below please determine which of the two protons (a) or (b) is more acidic using the ARIO rule and explain your reasoning. Note: To answer the question correctly, please draw both Conjugate Base 1 and Conjugate Base 2. Determine which of the two protons is more acidic using the ARIO rule and explain your reasoning - if the reason is R (number of Resonance Structures) please draw all the resonance structures. Make sure you keep track of all formal charges and lone pairs. a H b A: Proton (a) is more acidic because of A (atom type and/or size in ARIO) B: Proton (b) is more acidic because of A (atom type and/or size in ARIO) C: Proton (a) is more acidic because of R (number of resonance structures in ARIO) D: Proton (b) is more acidic because of R (number of resonance structures in ARIO) E: Proton (a) is more acidic because of I (induction in ARIO) F: Proton (b) is more acidic because of I (induction in ARIO) G: Proton (a) is more acidic because of O (orbital type in ARIO)…arrow_forwardFor the compound below please determine which of the two protons (a) or (b) is more acidic using the ARIO rule and explain your reasoning. Note: To answer the question correctly, please draw both Conjugate Base 1 and Conjugate Base 2. Determine which of the two protons is more acidic using the ARIO rule and explain your reasoning - if the reason is R (number of Resonance Structures) please draw all the resonance structures. Make sure you keep track of all formal charges and lone pairs.arrow_forwardAniline (conjugate acid pKa 4.63) is a considerably stronger base than diphenylamine (pKa 0.79). Account for these marked differences.arrow_forward
- Put the following set of compounds in the increasing order of their acidity. Explain the reason why.arrow_forwardA)Which of these compounds (i and ii) are the weaker base.. B)Why would you suggest soarrow_forward(a) Rank the following compounds in order of increasing acidity. (b) Which compound forms the strongest conjugate base?arrow_forward
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