ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Textbook Question
Chapter 20.2, Problem 4P
The Ka for dichloroacetic acid is 3.32 Ă— 10-2. Approximately what percentage of the acid is dissociated in a 0.10 M aqueous solution?
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Ff.283.
Write the values of Y and X.
H2SO4
CH3CH=CH2 + H2O
CH;CH-CH2
H HỌ
2-propanol
an alcohol
The pKa of a protonated alcohol is about -2.5, and the pKa of an alcohol is about 15.
Therefore, as long as the pH of the solution is greater than Y and less than X, more than
50% of 2-propanol will be in its neutral, nonprotonated form.
Express your answers using two significant figures separated by a comma.
AX中
Y, X =
%3|
ii.
For the given equation in aqueous solution:
CH3COOHH + CH3COO, the dissociation constant (Ka) is given as
Ka =
[H+][CH3COO]
[CH3COOH]
What will happen when NaOH is added to the above solution at the same
temperature?
A
Hconcentration increases
B CH3COO concentration increases
C
CH3COO concentration decreases
D
CH3COOH concentration increases
acetone towards nucleophile
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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- Calculate the pH and fraction of dissociation (a) for each of the acetic acid (CH3 COOH, pK₁ = 4.756) solutions. A 0.00325 M solution of CH₂COOH. pH = 3.62 α = 0.0735 Incorrectarrow_forwardHO. COOH 7. (7a) + 2 NaOH _(7b) + NazCOa. +. H2Oarrow_forwardNaHCO3 can deprotonate benzoic acid but cannot deprotonate phenol. On the other hand, NaOH can deprotonate both benzoic acid and phenol. Given this information, rank the molecules numbered I to V in order of decreasing acidity. COH cOH он H,0 H,CO, IV CH3 II I II (A) V > II >I > III > IV (В) II > 1 > V > III IV (C) II > V >I > IV > IIarrow_forward
- In which one of the following solutions will acetic acid have the greatest percent ionization? K₂ = 1.8 x 10-5 0.10 M CH3COOH plus 0.10 M CH3COONa 0.10 M CH3COOH plus 0.20 M CH3COONa 0.10 M CH3COOH O 0.10 M CH3COOH dissolved in 1.0 M HCIarrow_forwardThe Ka of CH3COOH is 1.8 x 10-5. Calculate the pH of a solution containing both 0.20 M CH3COOH and 0.30 M CH3COONa.arrow_forwardComplete the balanced chemical reaction for the following weak base with a strong acid. In this case, write the resulting acid and base as its own species in the reaction.arrow_forward
- Calculate the percent dissociation of trimethylacetic acid (C,H,CO,H) in a 0.15 mM aqueous solution of the stuff.arrow_forwardWhat is the pH of an aqueous solution containing 0.50 mol L–1 ethanoic acid, 0.30 mol L–1 sodium ethanoate, and 0.10 mol L–1 HCl? [The pKa of ethanoic acid is 4.75.]arrow_forwardC6H5NH2 + H2O <-> C6H5NH3+ + OH-. Aniline, a weak base, reacts with water according to the reaction. (a) a sample of aniline is dissolved in water to produce 25.0 mL of 0.10 m solution. The pH of the solution 8.82. Calculate the equilibrium constant, Kb, for this reaction (b) What is the percent disassociation for the solution in part (a) (c) 25.0 mL of 0.10 HCI was then added in a titration experiment. What is the pH at the equivalence point?arrow_forward
- Answer the following statement. Provide an explanation. What happens to compound X when ph=pkb ph>pkb pharrow_forwardits sodium salt, C¢HsCOO`Na*, is quite soluble in water. In which of the following Benzoic acid, C6H5COOH (pK = 4.19), is only slightly soluble in water, solutions will benzoic acid dissolve more readily than in pure water? O Ba(HCO3)2 O HF O Ca(OH)2 O NazPO4 O HNO2arrow_forwardGreetings and thank you for your help 1. 30 mL of 0.10M NaOH neutralised 25.0mL of hydrochloric acid. Determine the concentration of the acid 2. 50mL of 0.2mol L-1 NaOH neutralised 20mL of sulfuric acid. Determine the concentration of the acidarrow_forward
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