ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 11.4, Problem 9P
Interpretation Introduction
Interpretation:
The percentage inversion and the percentage racemization occurred when pure tosylate -2,2-dimethyl-1-phenyl-1-propanol reacted with acetic acid is interpreted.
Concept introduction:
The SN1 reaction occurs through carbocation intermediate. The planar achiral carbocation intermediate gives the racemic product.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Predict the temperature change produced by burning 3.55 g benzoic acid in a bomb calorimeter that has a heat capacity of 20.12 kJ/°C. The enthalpy of combustion of benzoic acid is −26.43 kJ/g.
Determine the entropy change for the reaction SO 2 (g) + O2(g) → SO3(g) given the following
information:
Substance
S° (J/mol K)
.
SO2(g)
248.2
O2(g)
205.0
SO3(g)
256.8
Hydrochloric acid (HCl) reacts with sodium hydroxide (NaOH) to form sodium chloride (NaCl) and water. If ΔH ° = −56.13 kJ/mol and ΔS ° = 79.11 J/mol ⋅ K, what is the temperature of the reaction if ΔG ° = −80.89 kJ/mol?
Chapter 11 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 11.1 - Prob. 1PCh. 11.2 - Prob. 2PCh. 11.2 - Prob. 3PCh. 11.3 - Prob. 4PCh. 11.3 - Prob. 5PCh. 11.3 - Rank the following compounds in order of their...Ch. 11.3 - Organic solvents like benzene, ether, and...Ch. 11.4 - Prob. 8PCh. 11.4 - Prob. 9PCh. 11.4 - Prob. 10P
Ch. 11.5 - Rank the following substances in order of their...Ch. 11.5 - 3-Bromo-1-butene and 1-bromo-2-butene undergo SN1...Ch. 11.5 - Prob. 13PCh. 11.6 - Review the mechanism of geraniol biosynthesis...Ch. 11.7 - Prob. 15PCh. 11.7 - What alkyl halides might the following alkenes...Ch. 11.8 - Prob. 17PCh. 11.8 - Prob. 18PCh. 11.9 - Prob. 19PCh. 11.12 - Prob. 20PCh. 11.SE - Prob. 21VCCh. 11.SE - From what alkyl bromide was the following alkyl...Ch. 11.SE - Prob. 23VCCh. 11.SE - Prob. 24VCCh. 11.SE - Prob. 25MPCh. 11.SE - Prob. 26MPCh. 11.SE - Prob. 27MPCh. 11.SE - Prob. 28MPCh. 11.SE - Prob. 29MPCh. 11.SE - Prob. 30MPCh. 11.SE - Prob. 31MPCh. 11.SE - Prob. 32MPCh. 11.SE - Metabolism of S-adenosylhomocysteine (Section...Ch. 11.SE - Reaction of iodoethane with CN- yields a small...Ch. 11.SE - One step in the urea cycle for ridding the body of...Ch. 11.SE - Prob. 36MPCh. 11.SE - Prob. 37MPCh. 11.SE - Propose a mechanism for the following reaction, an...Ch. 11.SE - Prob. 39APCh. 11.SE - The following Walden cycle has been carried out....Ch. 11.SE - Prob. 41APCh. 11.SE - Which reactant in each of the following pairs is...Ch. 11.SE - Prob. 43APCh. 11.SE - Prob. 44APCh. 11.SE - Prob. 45APCh. 11.SE - Prob. 46APCh. 11.SE - Prob. 47APCh. 11.SE - Prob. 48APCh. 11.SE - Propose structures for compounds that fit the...Ch. 11.SE - What products would you expect from the reaction...Ch. 11.SE - Prob. 51APCh. 11.SE - Prob. 52APCh. 11.SE - Prob. 53APCh. 11.SE - Prob. 54APCh. 11.SE - Prob. 55APCh. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Prob. 58APCh. 11.SE - Prob. 59APCh. 11.SE - Ethers can often be prepared by SN2 reaction of...Ch. 11.SE - Show the stereochemistry of the epoxide (see...Ch. 11.SE - Prob. 62APCh. 11.SE - In addition to not undergoing substitution...Ch. 11.SE - The tosylate of (2R, 3S)-3-phenyl-2-butanol...Ch. 11.SE - Prob. 65APCh. 11.SE - Prob. 66APCh. 11.SE - Prob. 67APCh. 11.SE - Prob. 68APCh. 11.SE - Prob. 69APCh. 11.SE - (S)-2-Butanol slowly racemizes on standing in...Ch. 11.SE - Reaction of HBr with (R)-3-methyl-3-hexanol leads...Ch. 11.SE - Treatment of 1-bromo-2-deuterio-2-phenylethane...Ch. 11.SE - Prob. 73APCh. 11.SE - Prob. 74APCh. 11.SE - In light of your answer to Problem 11-74, explain...Ch. 11.SE - Prob. 76APCh. 11.SE - Compound X is optically inactive and has the...Ch. 11.SE - When a primary alcohol is treated with...Ch. 11.SE - Prob. 79APCh. 11.SE - Amines are converted into alkenes by a two-step...Ch. 11.SE - The antipsychotic drug flupentixol is prepared by...
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
- For a particular hypothetical reaction, A+B →2C, the value of AG° is -125 kJ/mol. What is the value of AG for this reaction at 35°C when [A] = 0.10 M, [B] = 0.05 M, and [C] = 2.0 × 10¹ M?arrow_forwardIn an experiment, 74.3 g of metallic copper was heated to 100.0°C and then quickly dropped into 200.0 mL of water in a calorimeter. The heat capacity of the calorimeter with the water was 875 J/°C. The initial temperature of the calorimeter was 27.5°C, and the final temperature after addition of the metal was 29.8°C. What is the value of the molar heat capacity of copper?arrow_forwardThe Haber-Bosch process permits the direct conversion of molecular nitrogen to ammonia, which can be used in large-scale fertilizer production. Given the balanced Haber-Bosch reaction and using the bond energies in the table below, estimate the enthalpy change associated with the reaction. N2(g) + 3H2(g) → 2NH3(g) Bond N=N N = N Energy (kJ/mol) 941 418 N-N H-H N-H 163 435 388arrow_forward
- Benzoic acid is used to determine the heat capacity of bomb calorimeters because it can be obtained in pure form and its energy of combustion is known very accurately (−26.43 kJ/g). Determine the heat capacity of a calorimeter that had a temperature increase of 9.199°C when 3.500 g of benzoic acid was used.arrow_forwardGiven the standard enthalpies of formation for the following substances, determine the reaction enthalpy for the following reaction. 2N2H4(g) + 2NO2(g) → 3N2(g) + 4H2O(g) AHrxn ? kJ Substance AH in kJ/mol N2H4(g) +95.4 NO2(g) +33.1 H2O(g) -241.8arrow_forwardIf 7.3 kJ of energy are required to change the temperature of water from 5.0 to 70.0, what was the volume of water? (cs = 4.184 J/(g ⋅ ), d = 1.00 g/mL)arrow_forward
- BALANCE CHEMICAL REACTIONarrow_forwardPredict the product(s) of the following reactions. If no reaction, write "NR". a) Cl₂ FeCl3 e) HNO3 H2SO4 b) NO2 CI. HNO3 f) Br Br2 OH H2SO4 HO3S. FeBr3 c) Cl2 g) FeCl3 F d) O₂N Br2 FeBr3 O₂N OH HNO3 CH3 H2SO4arrow_forwardulating the pH salt solution Calculate the pH at 25 °C of a 0.75M solution of anilinium chloride (C6H5NH3C1). Note that aniline (C6H5NH2) is a weak base with a pK of 4.87. Round your answer to 1 decimal place. pH = ☐ ☑ ⑤ ? olo 18 Ararrow_forward
- I apologize, but the app is not allowing me to post the other 4 pictures of the thermodynamics chart. But I believe the values are universal. Please help!arrow_forwardCalculating the pH of a salt solution Calculate the pH at 25 °C of a 0.29M solution of potassium butanoate (KC3H,CO2). Note that butanoic acid (HC3H,CO2) is a weak acid with a pKa of 4.82. Round your answer to 1 decimal place. pH = -0 Х olo 18 Ararrow_forward: At a certain temperature, the equilibrium constant K for the following reaction is 1.58 × 10-12 N2(g) + O2(g) = 2 NO(g) Use this information to complete the following table. Suppose a 38. L reaction vessel is filled with 0.93 mol of N2 and 0.93 mol of O2. What can you say about the composition of the mixture in the vessel at equilibrium? There will be very little N2 and O2. There will be very little NO. What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 NO(g) N2(9)+02(9) What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 3 N2(9)+302(g) 6 NO(g) Neither of the above is true. K = ☐ K = ☐ ☐ X10 Х D ? 000 18 Ar Barrow_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
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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning