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 37MP
Interpretation Introduction
Interpretation:
The mechanism has to be proposed for the given synthesis.
Concept introduction:
Substitution reaction:
Alcohol is reaction with tosyl chloride in pyridine which provides retention of configuration of tosylated compound.
This is shown below,
Given information:
The given compound is shown below,
Answer:
The mechanism of the reaction is shown below,
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Provide the correct common name for the compound shown here.
Ph
heat
heat
(12) Which one of the following statements about fluo-
rometry is FALSE?
a) Fluorescence is better detected at 90 from the exci-
tation direction.
b) Fluorescence is typically shifted to longer wave-
length from the excitation wavelength.
c) For most fluorescent compounds, radiation is pro-
duced by a
transition
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
- Indicate the correct option.a) Graphite conducts electricity, being an isotropic materialb) Graphite is not a conductor of electricityc) Both are falsearrow_forward(f) SO: Best Lewis Structure 3 e group geometry:_ shape/molecular geometry:, (g) CF2CF2 Best Lewis Structure polarity: e group arrangement:_ shape/molecular geometry: (h) (NH4)2SO4 Best Lewis Structure polarity: e group arrangement: shape/molecular geometry: polarity: Sketch (with angles): Sketch (with angles): Sketch (with angles):arrow_forward1. Problem Set 3b Chem 141 For each of the following compounds draw the BEST Lewis Structure then sketch the molecule (showing bond angles). Identify (i) electron group geometry (ii) shape around EACH central atom (iii) whether the molecule is polar or non-polar (iv) (a) SeF4 Best Lewis Structure e group arrangement:_ shape/molecular geometry: polarity: (b) AsOBr3 Best Lewis Structure e group arrangement:_ shape/molecular geometry: polarity: Sketch (with angles): Sketch (with angles):arrow_forward
- (c) SOCI Best Lewis Structure 2 e group arrangement: shape/molecular geometry:_ (d) PCls Best Lewis Structure polarity: e group geometry:_ shape/molecular geometry:_ (e) Ba(BrO2): Best Lewis Structure polarity: e group arrangement: shape/molecular geometry: polarity: Sketch (with angles): Sketch (with angles): Sketch (with angles):arrow_forwardDon't used Ai solutionarrow_forwardDon't used Ai solutionarrow_forward
- reaction scheme for C39H4202 Hydrogenation of Alkyne (Alkyne to Alkene) show reaction (drawing) pleasearrow_forwardGive detailed mechanism Solution with explanation needed. Don't give Ai generated solutionarrow_forwardShow work with explanation needed....don't give Ai generated solutionarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning