Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118147399
Author: Solomons, T. W.
Publisher: John Wiley & Sons Inc
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Chapter 3, Problem 4Q
Interpretation Introduction

Interpretation:

The strong-enough base for the given reaction is to be determined.

Concept introduction:

pKa of a reagent can be mathematically defined as follows:

pKalog(Ka, where Ka is the dissolution constant …… (1)

More the dissolution constant, more are the ions produced when the reagent is dissolved in water. Thus, by the above relation, strong acids have low pKa.

The stronger the acid, the weaker is its conjugate base.

Larger the pKa of the conjugate base, stronger the acid is.

Strong bases have high pKa since weak acids produce strong conjugate bases.

When strong acids react with strong bases, the products formed are weak acids and weak bases. The reaction favors in the direction of forming products, which are weak.

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Chapter 3 Solutions

Organic Chemistry

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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