Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 11.SE, Problem 46AP
Interpretation Introduction
Interpretation:
The faster reactant is to be identified from given pairs of reactants with given reagent.
Concept introduction:
SN2 reaction:
Tosylated compound is reaction with sodium methoxide which undergoes again SN2 type of reaction, the methoxide ion attacks the carbon atom through the back side and provides Inverse configuration of methoxy compound. This is shown below,
Given information:
a.
The given compound is shown below,
The SN2 displacement by I- on CH3Cl and CH3OTos
b.
The given compound is shown below,
The SN2 displacement by CH3COO- on bromoethane or on Bromo cyclohexane.
c.
The given compound is shown below,
The SN2 displacement on 2-bromopropane by CH3CH2O- or by CN-
d.
The given compound is shown below,
The SN2 displacement by CH ≡ C- on bromomethane in benzene or in acetonitrile
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
How do I calculate this?
I need to make 25mL of solution with the stocks shown below. How would I calculate the math?
We are practicing calculating for making solutions. How would I calculate this?
Chapter 11 Solutions
Organic Chemistry
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
Similar questions
- Br. , H+ .OH Mg ether solvent H+, H₂O 17. Which one of the compounds below is the final product of the reaction sequence shown above? HO A HO HO OH D B OH HO OH C OH HO OH Earrow_forward8:57 PM Sun Jan 26 Content ← Explanation Page X Content X ALEKS Jade Nicol - Le A https://www-av C www-awa.aleks.com O States of Matter Understanding consequences of important physical properties of liquids ? QUESTION Liquid A is known to have a lower viscosity and lower surface tension than Liquid B. Use these facts to predict the result of each experiment in the table below, if you can. experiment Liquid A and Liquid B are each pumped through tubes with an inside diameter of 27.0 mm, and the pressures PA and PB needed to produce a steady flow of 2.4 mL/s are measured. 25.0 mL of Liquid A are poured into a beaker, and 25.0 mL of Liquid B are poured into an identical beaker. Stirrers in each beaker are connected to motors, and the forces FA and FB needed to stir each liquid at a constant rate are measured. predicted outcome OPA will be greater than PB OPA will be less than PB OPA will be equal to PB It's impossible to predict whether PA or PB will be greater without more information.…arrow_forwardShow work. Don't give Ai generated solutionarrow_forward
- 5. Please draw in the blanks the missing transition states and the correlated products. Explicitly display relevant absolute stereochemical configuration. MeOH I OMe H Endo transition state, dienophile approaching from the bottom of diene + H ཎྞཾ ཌཱརཱ༔,_o OMe H H OMe Endo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) + Exo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) Exo transition state, dienophile approaching from the top of diene or from the bottom but horizontally flipped (draw one) MeO H H MeO H MeO H MeO H Harrow_forwardH H (1) H C. C C .H (2) (3) Cl H The ideal value for bond angle (1) is (Choose one) and the ideal value for bond angle (3) is (Choose one) degrees, the value for bond angle (2) is (Choose one) degrees, degrees.arrow_forwardShow work.....don't give Ai generated solutionarrow_forward
- Show work. Don't give Ai generated solutionarrow_forward10. Complete the following halogenation reactions for alkanes. Draw the structures of one of the many possible products for each reaction. Name the reactant and product. a) CH₂- CH-CH2-CH3 + Br₂ CH₂ UV UV b) + Cl2 c) CH3-CH₂ CHICHCHICH-CH CH₂-CH₂ + F2 UVarrow_forwardWhich of the following processes involves the largest photon energy? Group of answer choices Electron promotion from n=2 to n=5 Electron relaxing from n=4 to n=3 Ionization of an electron from n=2 Ionization of an electron from n=4arrow_forward
- Which of the following compounds does not match atomic ratio expectations in Mendeleev's 1872 periodic table? Group of answer choices NO2 Al2O3 SO3 CaOarrow_forwardNeed help with 14 and 15. 14. bromobenzene + (CHs),CuLi + THF / -78° followed by water quench is a. toluene else!! b. xylene c. cumene d. styrene e. something 15. When cumene + H,SO, / Na,Cr, 0,/water are mixed (refluxed) what is produced? a. 2-phenylpropanol phenol e. styrene b. benzoic acid c. no reaction!arrow_forwardWhich of the following orbitals intersect or overlap the x-axis in the standard cartesian coordinate system used? (Select ALL correct answers.) Group of answer choices px dxz dx2-y2 py dxy sarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY