ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Textbook Question
Chapter 20.SE, Problem 39AP
Calculate the Ka's for the following acids:
(a) Citric acid, pKa = 3.14
(b) Tartaric acid, pKa = 2.98
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Calculate Ka values from the following pKa’s:(a) Acetone, pKa 5 19.3 (b) Formic acid, pKa 5 3.75
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 6.37
What is the pka of an acid with a Ka=4.5 x 10-6?
Give your answer with two digits after the decimal place.
Chapter 20 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3PCh. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
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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
- Given the Ka values, estimate the pKa value of each of the following acids without using a calculator (that is, is it between 3 and 4, between 9 and 10,and so on?): 1. nitrous acid (HNO2), Ka = 4.0 * 10-4 2. nitric acid (HNO3), Ka = 22 3. bicarbonate (HCO3-), Ka = 6.3 * 10-11 4. hydrogen cyanide (HCN), Ka = 7.9 * 10-10 5. formic acid (HCOOH), Ka = 2.0 * 10-4 6. phosphoric acid (H3PO4), Ka = 2.1arrow_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_forwardGive 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_forward
- Most of the pKa values given in this text were determined in water. How would the pKa values of carboxylic acids, alcohols, ammonium ions (RNH32) , phenol, and an anilinium ion (C6H5NH32) change if they were determined in a solvent less polar than water?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_forwardConjugate acid base pKa 2) Consider the reaction B: () + H3O+ →>> BH(+) + H2O. For the following named bases: 1) draw the structure of the base, 2) draw the structure of the conjugate acid, 3) give the name of the conjugate acid, and 4) give the approximate pKa of the conjugate acid (±1 pKa unit). For the purposes of answering this question you may use pKa values evenly divisible by 5. t-Butoxide anion p-Toluenesulfonate anion Triethylamine t-Butanol pKa pKa pKaarrow_forward
- What do you mean by carbon acid? What is the range of their pKa's?arrow_forwardCalculate Ka for each of the following acids, given its pKa. Rank the compounds in order of decreasing acidity. НО ОН НО НО. ОН H ОН CH3 НО ОН Aspirin pKa = 3.48 Vitamin C Formic acid Охаlic acid pKa = 4.17 (ascorbic acid) pKa = 3.75 (present in sting of ants) pKa = 1.19 (poisonous substance in certain berries)arrow_forward(5): The pKa of HF is 3.167. What is Kb for F¯ ?arrow_forward
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