EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 22.SE, Problem 24MP
In the Hell–Volhard–Zelinskii reaction, only a catalytic amount of PBr3 is necessary because of the equilibrium below. Review the mechanism for the reaction of a
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
2NH3 (g) = N2 (g) +3H₂
—N2 (g) AGº = 34. kJ
Now suppose a reaction vessel is filled with 4.19 atm of ammonia (NH3) and 9.94 atm of nitrogen (N2) at 378. °C. Answer the following questions about this
system:
rise
Under these conditions, will the pressure of NH 3 tend to rise or fall?
☐ x10
fall
Х
Is it possible to reverse this tendency by adding H₂?
In other words, if you said the pressure of NH 3 will tend to rise, can that
be changed to a tendency to fall by adding H₂? Similarly, if you said the
pressure of NH3 will tend to fall, can that be changed to a tendency to
rise by adding H₂?
If you said the tendency can be reversed in the second question, calculate
the minimum pressure of H₂ needed to reverse it.
Round your answer to 2 significant digits.
yes
no
atm
00.
18
Ar
무ㅎ
?
Identifying the major species in weak acid or weak base equilibria
The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at
equilibrium. You can leave out water itself.
Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the
formulas of the species that will act as neither acids nor bases in the 'other' row.
You will find it useful to keep in mind that HF is a weak acid.
2.2 mol of NaOH is added to
1.0 L of a 1.4M HF
solution.
acids:
П
bases:
Х
other: ☐
ப
acids:
0.51 mol of KOH is added to
1.0 L of a solution that is
bases:
1.3M in both HF and NaF.
other: ☐
00.
18
Ar
Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
N2O4 (g) 2NO2 (g)
AG⁰ = 5.4 kJ
Now suppose a reaction vessel is filled with 1.68 atm of dinitrogen tetroxide (N204) at 148. °C. Answer the following questions about this system:
rise
Under these conditions, will the pressure of N2O4 tend to rise or fall?
x10
fall
Is it possible to reverse this tendency by adding NO2?
In other words, if you said the pressure of N2O4 will tend to rise, can that
be changed to a tendency to fall by adding NO2? Similarly, if you said the
pressure of N2O4 will tend to fall, can that be changed to a tendency to
rise by adding NO2?
If you said the tendency can be reversed in the second question, calculate
the minimum pressure of NO 2 needed to reverse it.
Round your answer to 2 significant digits.
yes
no
0.42 atm
☑
5
0/5
?
مله
Ar
Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
Ch. 22.1 - Prob. 1PCh. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3PCh. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5PCh. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7PCh. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P
Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
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
- Homework 13 (Ch17) Question 4 of 4 (1 point) | Question Attempt: 2 of 2 ✓ 1 ✓ 2 = 3 4 Time Remaining: 4:25:54 Using the thermodynamic information in the ALEKS Data tab, calculate the standard reaction free energy of the following chemical reaction: 2CH3OH (g)+302 (g) → 2CO2 (g) + 4H₂O (g) Round your answer to zero decimal places. ☐ kJ x10 ☐ Subm Check 2020 Hill LLC. All Rights Reserved. Terms of Use | Privacy Cearrow_forwardIdentifying the major species in weak acid or weak base equilibria Your answer is incorrect. • Row 2: Your answer is incorrect. • Row 3: Your answer is incorrect. • Row 6: Your answer is incorrect. 0/5 The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at equilibrium. You can leave out water itself. Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the formulas of the species that will act as neither acids nor bases in the 'other' row. You will find it useful to keep in mind that HF is a weak acid. acids: HF 0.1 mol of NaOH is added to 1.0 L of a 0.7M HF solution. bases: 0.13 mol of HCl is added to 1.0 L of a solution that is 1.0M in both HF and KF. Exponent other: F acids: HF bases: F other: K 1 0,0,... ? 000 18 Ararrow_forwardUsing reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NOCI (g) 2NO (g) + Cl2 (g) AGº =41. kJ Now suppose a reaction vessel is filled with 4.50 atm of nitrosyl chloride (NOCI) and 6.38 atm of chlorine (C12) at 212. °C. Answer the following questions about this system: ? rise Under these conditions, will the pressure of NOCI tend to rise or fall? x10 fall Is it possible to reverse this tendency by adding NO? In other words, if you said the pressure of NOCI will tend to rise, can that be changed to a tendency to fall by adding NO? Similarly, if you said the pressure of NOCI will tend to fall, can that be changed to a tendency to rise by adding NO? yes no If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO needed to reverse it. Round your answer to 2 significant digits. 0.035 atm ✓ G 00. 18 Ararrow_forward
- Highlight each glycosidic bond in the molecule below. Then answer the questions in the table under the drawing area. HO- HO- -0 OH OH HO NG HO- HO- OH OH OH OH NG OHarrow_forward€ + Suppose the molecule in the drawing area below were reacted with H₂ over a platinum catalyst. Edit the molecule to show what would happen to it. That is, turn it into the product of the reaction. Also, write the name of the product molecule under the drawing area. Name: ☐ H C=0 X H- OH HO- H HO- -H CH₂OH ×arrow_forwardDraw the Haworth projection of the disaccharide made by joining D-glucose and D-mannose with a ẞ(1-4) glycosidic bond. If the disaccharide has more than one anomer, you can draw any of them. Click and drag to start drawing a structure. Xarrow_forward
- Epoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward
- 1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forwardCalculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Boarrow_forwardAlcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hintarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License