Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 19.7, Problem 20P
Interpretation Introduction
Interpretation:
The reason should be given for protonated pyrimidine
Concept Introduction:
The role of
The acidic strength of a compound results in the formation of more hydrogen ions and less
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Why are the carboxylic acid groups of the amino acids more acidic (pKa - 2) than a carboxylic acid such as acetic acid (pKa = 4.76)?
Why does methyl orange have a lower pKa value (pKa~3.5) than methyl red (pKa ~5.1)?
Why are the carboxylic acid groups of the amino acids so much more acidic (pK a ~ 2) thana carboxylic acid such as acetic acid (pKa = 4.76)?
Chapter 19 Solutions
Organic Chemistry (8th Edition)
Ch. 19.1 - Name the following:Ch. 19.2 - Prob. 3PCh. 19.2 - Prob. 4PCh. 19.3 - Draw the product of each of the following...Ch. 19.5 - Prob. 6PCh. 19.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 19.5 - When pyrrole is added to a dilute solution of...Ch. 19.6 - Prob. 10PCh. 19.6 - How to the mechanisms of the following reactions...Ch. 19.6 - Prob. 12P
Ch. 19.6 - Rank the following compounds from easiest to...Ch. 19.7 - Prob. 14PCh. 19.7 - Prob. 15PCh. 19.7 - Prob. 16PCh. 19.7 - Prob. 17PCh. 19.7 - Prob. 18PCh. 19.7 - Prob. 19PCh. 19.7 - Prob. 20PCh. 19 - Name the following:Ch. 19 - Prob. 22PCh. 19 - Rank the following compounds from strongest acid...Ch. 19 - Which of the following compounds is easier to...Ch. 19 - Rank the following compounds from most reactive to...Ch. 19 - One of the following compounds undergoes...Ch. 19 - Benzene undergoes electrophilic aromatic...Ch. 19 - Pyrrole reacts with excess...Ch. 19 - The dipole moments of furan and tetrahydrofuran...Ch. 19 - Name the following:Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - a. Draw resonance contributors to show why...Ch. 19 - The chemical shifts of the C-2 hydrogen in the...Ch. 19 - Explain why protonating aniline has a dramatic...Ch. 19 - Prob. 36PCh. 19 - Propose a mechanism for the following reaction:Ch. 19 - Prob. 38PCh. 19 - Propose a mechanism for the following reactions:Ch. 19 - Prob. 40PCh. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - Organic chemists work with tetraphenylporphyrins...Ch. 19 - Show how the following compounds can be prepared...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 3. Which is the stronger acid: (a) Benzoic acid with a Ka of 6.5 x10-5 or hydrocyanic acid with a Ka of 4.9 x 10-10? (b) Boric acid with a pKa of 9.14 or carbonic acid with a pKa of 6.37arrow_forwardWhat is the ratio of base [A] to acid [HA] at pH 4, 5, 6 and 7 for an acid with a pka of 6?arrow_forwardThe pKaa of the conjugate acid of guanidine is 13.6, making it one of the strongest neutral organic bases. Offer an explanation.arrow_forward
- Give the Ka or pKą values that should be entered in the blanks below. pka = -log10 Ka; Ka = 10-pka (a) hydrocyanic acid: Ka = 4.92 x 10-10; pka = (b) acetic acid: Ka=;pka = 4.75 (c) lactic acid: Ka = 8.40 x 10-4; pka = (d) formic acid: Ka=;pKa = 3.75. (e) Which of these acids is the strongest?arrow_forwardWhich bases can deprotonate acetylene? The pKa values of the conjugate acids are given in parentheses. a. CH3NH− (pKa = 40) b. CO32− (pKa = 10.2) c.CH2=CH− (pKa = 44) d.(CH3)3CO− (pKa = 18)arrow_forwardWhich bases can deprotonate acetylene? The pKa values of the conjugate acids are given in parentheses. a. CH3NH (pK, = 40) b. Co,?- (pKa = 10.2) c. CH2 = CH" (pKa = 44) d. (CHa),CO (pKa = 18) %3!arrow_forward
- A naturally occurring amino acid such as alanine has a group that is a carboxylic acid and a group that is a protonated amine. a. If the pKa value of a carboxylic acid such as acetic acid is about 5 (see Table 2.1), then why is the pKa value of the carboxylic acid group of alanine so much lower? b. Draw the structure of alanine in a solution at pH = 0. c. Draw the structure of alanine in a solution at physiological pH (pH 7.4). d. Draw the structure of alanine in a solution at pH = 12. e. Is there a pH at which alanine is uncharged (that is, neither group has a charge)? f. At what pH does alanine have no net charge (that is, the amount of negative charge is the same as the amount of positive charge)?arrow_forwardDicarboxylic acids have two pKa's. For maleic acid (cis-2-butenedioic acid) these are pKa¹ = 2.0, and pK₂² = 6.3 For fumaric acid (trans-2-butenedioic acid) these are pka¹ = 3.0, and pk₂² = 4.5 Which factor best explains why the cis-isomer has a smaller pK₂¹ and a larger pK₂² than the trans-isomer? 2 a. Intramolecular dipole repulsion b. Intramolecular steric hindrance c. Selective solvation in water d. Intramolecular hydrogen bondingarrow_forwardWhich of the following is correct about pKa? (A) If pKa < 7, it is an acid. (B) The pKa of any acid is less than 7. (C) None of the statements is correct. (D) All the statements are correct. (E) Stronger acid has greater pKa than weaker acid.arrow_forward
- (Q25) A buffer solution is prepared by adding 0.797 moles of formic acid and 0.866 moles of sodium formate. What will the solution pH be if 0.228 moles of sodium hydroxide (NaOH) is added to the buffer solution? The Ką of formic acid is 1.8 x 104.arrow_forwardA naturally occurring amino acid such as alanine has a group that is a carboxylic acid and a group that is a protonated amine. The pKa values of the two groups are shown.(a). If the pKa value of a carboxylic acid such as acetic acid is about 5, then why is the pKa value of the carboxylic acid group of alanine so much lower? (b). Draw the structure of alanine in a solution at pH = 0. (c). Draw the structure of alanine in a solution at physiological pH (pH 7.4).(d). Draw the structure of alanine in a solution at pH = 12. (e). Is there a pH at which alanine is uncharged (that is, neither group has a charge)? (f) At what pH does alanine have no net charge (that is, the amount of negative charge is the same as the amount of positive charge)?arrow_forwardThe pKa of formic acid is 3.75. What is the Ka of formic acid?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you