Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 16.8, Problem 30P
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 solution
Students have asked these similar questions
What is the mechanism for this?
CH3
H+
NaHB(OAc)3
CH3
ZHN.
میں تلاس
e.
N3
.Ph
H+
Chapter 16 Solutions
Organic Chemistry (8th Edition)
Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2PCh. 16.1 - Name the following:Ch. 16.2 - Prob. 4PCh. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9PCh. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P
Ch. 16.4 - Show how the following compounds can be...Ch. 16.4 - Prob. 13PCh. 16.4 - Prob. 14PCh. 16.4 - In the mechanism for cyanohydrin formation, why is...Ch. 16.4 - Prob. 16PCh. 16.4 - Prob. 17PCh. 16.4 - Show two ways to convert an alkyl halide into a...Ch. 16.5 - Prob. 20PCh. 16.5 - Prob. 21PCh. 16.5 - Prob. 22PCh. 16.5 - Prob. 23PCh. 16.6 - Prob. 24PCh. 16.7 - What reducing agents should be used to obtain the...Ch. 16.7 - Prob. 26PCh. 16.8 - Prob. 27PCh. 16.8 - Prob. 28PCh. 16.8 - Prob. 29PCh. 16.8 - The pKa of protonated acetone is about 7.5. and...Ch. 16.8 - Prob. 31PCh. 16.8 - Prob. 32PCh. 16.8 - Prob. 33PCh. 16.8 - Excess ammonia must be used when a primary amine...Ch. 16.8 - The compounds commonly known as amino acids are...Ch. 16.9 - Hydration of an aldehyde is also catalyzed by...Ch. 16.9 - Which ketone forms the most hydrate in an aqueous...Ch. 16.9 - When trichloroacetaldehyde is dissolved in water,...Ch. 16.9 - Which of the following are a. hermiacetals? b....Ch. 16.9 - Prob. 40PCh. 16.9 - Explain why an acetal can be isolated but most...Ch. 16.10 - Prob. 42PCh. 16.10 - Prob. 43PCh. 16.10 - What products would be formed from the proceedings...Ch. 16.10 - a. In a six-step synthesis, what is the yield of...Ch. 16.10 - Show how each of the following compounds could be...Ch. 16.12 - Prob. 47PCh. 16.13 - Prob. 49PCh. 16.14 - Prob. 50PCh. 16.15 - Prob. 51PCh. 16.16 - Prob. 52PCh. 16 - Draw the structure for each of the following: a....Ch. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - a. Show the reagents required to form the primary...Ch. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Using cyclohexanone as the starting material,...Ch. 16 - Propose a mechanism for each of the following...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Fill in the boxes:Ch. 16 - Prob. 64PCh. 16 - Identify A through O:Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - How many signals would the product of the...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 16 - Draw structure for A-D for each of the following:Ch. 16 - Prob. 80PCh. 16 - a. Propose a mechanism for the following reaction:...Ch. 16 - Prob. 82PCh. 16 - A compound gives the following IR spectrum. Upon...Ch. 16 - How can be following compounds be prepared from...Ch. 16 - Prob. 85PCh. 16 - Prob. 86PCh. 16 - Prob. 87PCh. 16 - In the presence of an acid catalyst, acetaldehyde...Ch. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - Prob. 91PCh. 16 - A compound reacts with methylmagnesium bromide...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 94PCh. 16 - The pKa values of the carboxylic acid groups of...Ch. 16 - The Baylis-Hillman reaction is a DABCO...Ch. 16 - Prob. 97PCh. 16 - Prob. 98P
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
- eks.com/aleksogi/x/sl.exe/1o_u-IgNslkr7j8P3jH-IQs_pBanHhvTCeeBZbufuBYTI0Hz7m7D3ZS17Hd6m-HIl6n52njJN-TXdQA2X9yID-1SWQJTgnjARg30 111 States of Matter Understanding conceptual components of the enthalpy of solution 0/5 Ge A small amount of acetonitrile (CH, CN) is dissolved in a large amount of water. Imagine separating this process into the four stages sketched below. (These sketches show only a portion of the substances, so you can see the density and distribution of atoms and molecules in them.) CH,CN H₂O B 88 C Use these sketches to answer the questions in the table below. The enthalpy of solution AH is negative soln when CH3CN dissolves in water. Use this information to list the stages in order of increasing enthalpy. Would heat be absorbed or released if the system moved from Stage C to D? What force would oppose or favor the system moving from Stage C to D? Check all that apply. 1 absorbed O released neither absorbed nor released. none O ionic bonding force covalent bonding force…arrow_forwardIn a system with an anodic overpotential, the variation of ŋ as a function of the current density: 1. at low fields is linear 2. at higher fields, it follows Tafel's law Find the range of current densities for which the overpotential has the same value as when calculated for cases 1 and 2 (maximum relative difference of 5% with respect to the behavior for higher fields). To which overpotential range does this correspond? Data: 10 = 1.5 mA cm², T = 300°C, ẞ = 0.64, R = 8.314 J K 1 mol¹ and F = 96485 C mol-1.arrow_forwardIndicate 10.6 with only one significant figure.arrow_forward
- If I have 10 data points for variables x and y, when I represent y versus x I obtain a line with the equation y = mx + b. Is the slope m equal to dy/dx?arrow_forwardThe data for the potential difference of a battery and its temperature are given in the table. Calculate the entropy change in J mol-1 K-1 (indicate the formulas used).Data: F = 96485 C mol-1arrow_forwardIn a cell, the change in entropy (AS) can be calculated from the slope of the E° vs 1/T graph. The slope is equal to -AS/R, where R is the gas constant. Is this correct?arrow_forward
- Using the Arrhenius equation, it is possible to establish the relationship between the rate constant (k) of a chemical reaction and the temperature (T), in Kelvin (K), the universal gas constant (R), the pre-exponential factor (A) and the activation energy (Ea). This equation is widely applied in studies of chemical kinetics, and is also widely used to determine the activation energy of reactions. In this context, the following graph shows the variation of the rate constant with the inverse of the absolute temperature, for a given chemical reaction that obeys the Arrhenius equation. Based on the analysis of this graph and the concepts acquired about the kinetics of chemical reactions, analyze the following statements: I. The activation energy (Ea) varies with the temperature of the system. II. The activation energy (Ea) varies with the concentration of the reactants. III. The rate constant (K) varies proportionally with temperature. IV. The value of the…arrow_forwardIn an electrolytic cell, indicate the formula that relates E0 to the temperature T.arrow_forward-- 14:33 A Candidate Identification docs.google.com 11. Compound A can transform into compound B through an organic reaction. From the structures below, mark the correct one: HO A تھے۔ די HO B ○ A) Compounds A and B are isomers. B) Both have the same number of chiral carbons. C) Compound A underwent an addition reaction of Cl2 and H2O to form compound B. D) Compound A underwent a substitution reaction forming the intermediate chlorohydrin to obtain compound B. E) Compound A underwent an addition reaction of Cl2 forming the chloronium ion and then added methanol to obtain compound B. 60arrow_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