Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
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
Five chemistry project topic that does not involve practical
Please correct answer and don't used hand raiting
Q2. Consider the hydrogenation of ethylene
C2H4 + H2 = C2H6
The heats of combustion and molar entropies for the three gases at 298 K are given by:
C2H4
C2H6
H2
AH comb/kJ mol¹
-1395
-1550
-243
Sº / J K¹ mol-1
220.7
230.4
131.1
The average heat capacity change, ACP, for the reaction over the temperature range 298-1000 K is
10.9 J K¹ mol¹. Using these data, determine:
(a) the standard enthalpy change at 800 K
(b) the standard entropy change at 800 K
(c) the equilibrium constant at 800 K.
Chapter 11 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
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
- 13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)! Googlearrow_forwardPrint Last Name, First Name Initial Statifically more chances to abstract one of these 6H 11. (10pts total) Consider the radical chlorination of 1,3-diethylcyclohexane depicted below. 4 4th total • 6H total 래 • 4H total 21 total ZH 2H Statistical H < 3° C-H weakest - product abstraction here bund leads to thermo favored a) (6pts) How many unique mono-chlorinated products can be formed and what are the structures for the thermodynamically and statistically favored products? Product 6 Number of Unique Mono-Chlorinated Products Thermodynamically Favored Product Statistically Favored Product b) (4pts) Draw the arrow pushing mechanism for the FIRST propagation step (p-1) for the formation of the thermodynamically favored product. Only draw the p-1 step. You do not need to include lone pairs of electrons. No enthalpy calculation necessary H H-Cl Waterfoxarrow_forward10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation → depicted below Use proper curved arrow notation that explicitly illustrates all bonds being broken, and all bonds formed in the transformation. Also, be sure to include all lone pairs and formal charges on all atoms involved in the flow of electrons. CH3O II HA H CH3O-H H ①arrow_forward
- Do the Lone Pairs get added bc its valence e's are a total of 6 for oxygen and that completes it or due to other reasons. How do we know the particular indication of such.arrow_forwardNGLISH b) Identify the bonds present in the molecule drawn (s) above. (break) State the function of the following equipments found in laboratory. Omka) a) Gas mask b) Fire extinguisher c) Safety glasses 4. 60cm³ of oxygen gas diffused through a porous hole in 50 seconds. How long w 80cm³ of sulphur(IV) oxide to diffuse through the same hole under the same conditions (S-32.0.0-16.0) (3 m 5. In an experiment, a piece of magnesium ribbon was cleaned with steel w clean magnesium ribbon was placed in a crucible and completely burnt in oxy cooling the product weighed 4.0g a) Explain why it is necessary to clean magnesium ribbon. Masterclass Holiday assignmen PB 2arrow_forwardHi!! Please provide a solution that is handwritten. Ensure all figures, reaction mechanisms (with arrows and lone pairs please!!), and structures are clearly drawn to illustrate the synthesis of the product as per the standards of a third year organic chemistry course. ****the solution must include all steps, mechanisms, and intermediate structures as required. Please hand-draw the mechanisms and structures to support your explanation. Don’t give me AI-generated diagrams or text-based explanations, no wordy explanations on how to draw the structures I need help with the exact mechanism hand drawn by you!!! I am reposting this—ensure all parts of the question are straightforward and clear or please let another expert handle it thanks!!arrow_forward
- In three dimensions, explain the concept of the velocity distribution function of particles within the kinetic theory of gases.arrow_forwardIn the kinetic theory of gases, explain the concept of the velocity distribution function of particles in space.arrow_forwardIn the kinetic theory of gases, explain the concept of the velocity distribution function of particles.arrow_forward
- Hi!! Please provide a solution that is handwritten. this is an inorganic chemistry question please answer accordindly!! its just one question with parts JUST ONE QUESTION with its parts spread out till part (g), please answer EACH part till the end and dont just provide wordy explanations wherever asked for structures, please DRAW DRAW them on a paper and post clearly!! answer the full question with all calculations step by step EACH PART CLEARLY please thanks!! im reposting this please solve all parts and drawit not just word explanations!!arrow_forwardHi!! Please provide a solution that is handwritten. this is an inorganic chemistry question please answer accordindly!! its just one question with parts JUST ONE QUESTION, please answer EACH part PART A AND PART B!!!!! till the end and dont just provide wordy explanations wherever asked for structures, please DRAW DRAW them on a paper and post clearly!! answer the full question with all details EACH PART CLEARLY please thanks!! im reposting this please solve all parts and drawit not just word explanations!!arrow_forwardHi!! Please provide a solution that is handwritten. this is an inorganic chemistry question please answer accordindly!! its just one question with parts JUST ONE QUESTION, please answer EACH part till the end and dont just provide wordy explanations wherever asked for structures, please DRAW DRAW them on a paper and post clearly!! answer the full question with all details EACH PART CLEARLY please thanks!! im reposting this please solve all parts and drawit not just word explanations!!arrow_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