Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780134240152
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 17.10, Problem 31P
The pKa of protonated acetone is about –7.5. and the pKa of protonated hydroxylamine is 6.0.
- a. In a reaction with hydroxylamine at p H 4.5 (Figure 16.2), what fraction of acetone is present in its acidic, protonated form? (Hint: See Section 2.10.)
- b. In a reaction with hydroxylamine at pH 1.5, what traction of acetone is present in its acidic, protonated form?
- c. In a reaction with acetone at pH 1.5 (Figure 16.2), what fraction of hydroxylamine is present in its reactive basic form?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
What is the pKa of benzoic acid?
What is the molar concentration of sodium benzoate (conjugate base)?
What is the molar concentration of benzoic acid (weak acid)?
1. What is the pH of a 0.2 M acetic acid solution where the Ka for acetic acid is 1.33 x 10-5 M.
2. What is the pH of a 0.1 M formic acid solution where the pka for formic acid is 3.77.
Benzoic acid(C6H5-COOH) is a weak acid(pKa=4.2) and naphthalene is neutral, neither acidic or basic. Prepare a flowchart for the separation and recovery of benzoic acid and naphthalene.
Chapter 17 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 17.1 - Prob. 1PCh. 17.1 - Give two names for each of the following:Ch. 17.1 - Name the following:Ch. 17.2 - Prob. 4PCh. 17.4 - What products are formed when the following...Ch. 17.4 - We saw on the previous page that...Ch. 17.4 - a. How many stereoisomers are obtained from the...Ch. 17.4 - Prob. 9PCh. 17.4 - Write the mechanism for the reaction of acetyl...Ch. 17.4 - Prob. 11P
Ch. 17.4 - Show how the following compounds can be...Ch. 17.5 - Prob. 13PCh. 17.5 - Prob. 14PCh. 17.6 - In the mechanism for cyanohydrin formation, why is...Ch. 17.6 - Prob. 16PCh. 17.6 - Prob. 17PCh. 17.6 - Show two ways to convert an alkyl halide into a...Ch. 17.7 - Prob. 20PCh. 17.7 - Prob. 21PCh. 17.7 - Prob. 22PCh. 17.7 - Prob. 23PCh. 17.8 - Prob. 24PCh. 17.9 - What reducing agents should be used to obtain the...Ch. 17.9 - Prob. 26PCh. 17.9 - Prob. 27PCh. 17.10 - Prob. 28PCh. 17.10 - Prob. 29PCh. 17.10 - Prob. 30PCh. 17.10 - The pKa of protonated acetone is about 7.5. and...Ch. 17.10 - Prob. 32PCh. 17.10 - Prob. 33PCh. 17.10 - Prob. 34PCh. 17.10 - Excess ammonia must be used when a primary amine...Ch. 17.10 - The compounds commonly known as amino acids are...Ch. 17.11 - Hydration of an aldehyde is also catalyzed by...Ch. 17.11 - Which ketone forms the most hydrate in an aqueous...Ch. 17.11 - When trichloroacetaldehyde is dissolved in water,...Ch. 17.12 - Which of the following are a. hermiacetals? b....Ch. 17.12 - Prob. 41PCh. 17.12 - Explain why an acetal can be isolated but most...Ch. 17.13 - Prob. 43PCh. 17.13 - Prob. 44PCh. 17.13 - What products would be formed from the proceedings...Ch. 17.13 - a. In a six-step synthesis, what is the yield of...Ch. 17.13 - Show how each of the following compounds could be...Ch. 17.15 - Prob. 48PCh. 17.17 - Prob. 50PCh. 17.18 - Prob. 51PCh. 17.19 - Prob. 52PCh. 17 - Draw the structure for each of the following: a....Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - a. Show the reagents required to form the primary...Ch. 17 - Prob. 57PCh. 17 - Using cyclohexanone as the starting material,...Ch. 17 - Prob. 59PCh. 17 - 60. Show how each of the following compounds could...Ch. 17 - Fill in the boxes:Ch. 17 - Prob. 62PCh. 17 - Identify A through O:Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Prob. 66PCh. 17 - How many signals would the product of the...Ch. 17 - Prob. 68PCh. 17 - Prob. 69PCh. 17 - Prob. 70PCh. 17 - Prob. 71PCh. 17 - Prob. 72PCh. 17 - Prob. 73PCh. 17 - Prob. 74PCh. 17 - Prob. 75PCh. 17 - Prob. 76PCh. 17 - Prob. 77PCh. 17 - A compound gives the following IR spectrum. Upon...Ch. 17 - a. Propose a mechanism for the following reaction:...Ch. 17 - Prob. 80PCh. 17 - Prob. 81PCh. 17 - Prob. 82PCh. 17 - Prob. 83PCh. 17 - Prob. 84PCh. 17 - In the presence of an acid catalyst, acetaldehyde...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - A compound reacts with methylmagnesium bromide...Ch. 17 - Show how each of the following compounds can be...Ch. 17 - Prob. 91PCh. 17 - Prob. 92PCh. 17 - The pKa values of the carboxylic acid groups of...Ch. 17 - The Baylis-Hillman reaction is a DABCO...Ch. 17 - Prob. 95PCh. 17 - Prob. 96P
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
- How did you know the molecules were weak or strong acid? Please give the pKa if that's the method you used. Please explain in detail.arrow_forwardAt pH 11 the phenol deprotonates, Why is the pka now 10, give relationship between pka and pH during deprotonationarrow_forwardFind the pH of a solution produced by the reaction of 250 mL 0.1 M NaOH and 150 mL 0.03 M acetic CH₂COOH. Note that the pKa. of acetic acid is 4.76.arrow_forward
- Nitromethane (CH,NO:) has a pk, value of 10. Does this mean that the nitro group (NO.) is an electron withdrawing group or an electron donating group? Explain. „H pK, 10arrow_forwardHow might the structure of the triphenylmethyl group be modified to increase or decrease its acid sensitivity?arrow_forwardAssuming that base (B:) and acid (AH) are mixed in equal concentrațions and using pka values of acid AH 3.7 and pka value of conjugate acid for the base BH 4.9 calculate what percent of BH will appear in this reaction once the equilibrium is reached. Answer is numerical. Round the answer to the nearest whole number. Don't write % symbol in the answer.arrow_forward
- 3. Calculate the pKa value of hydroxylammonium cation (HO-H3N*)(protonated on nitrogen hydroxyl amine) if it is known that dissolving the hydroxyl amine H2N-OH in a buffered aqueous solution with pH = 6.0 results in 50 molar % of hydroxylammonium cation in the solution. %3D (i) Write the dissociation equation of hydroxylammonium cation and (ii) show your calculations in details.arrow_forwardA weak acid has KA = 4.31 x 10-4. What is the pKĄ of this acid? Report your answer to at least 1 decimal place.arrow_forwardWhat is the pKa of the conjugate acid of a base that has a Kb value equal to 2.1 × 10-7? Report your answer to the hundredths place. Assume the temperature is 25ºC.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Enzymes - Effect of cofactors on enzyme; Author: Tutorials Point (India) Ltd;https://www.youtube.com/watch?v=AkAbIwxyUs4;License: Standard YouTube License, CC-BY
Enzyme Catalysis Part-I; Author: NPTEL-NOC IITM;https://www.youtube.com/watch?v=aZE740JWZuQ;License: Standard Youtube License