ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
Chapter 11, Problem 11.64SP
Interpretation Introduction
To determine: The structures of Q, R and S and justification of structures by reaction.
Interpretation: The structures of Q, R and S; and justification of structures by reaction are to be stated.
Concept introduction: The dehydration of
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Q3: Describes the relationship (identical, constitutional isomers, enantiomers or diastereomers)
of each pair of compounds below.
ག
H
CH3
OH
OH
CH3
H3C
OH
OH
OH
//////////
C
CH3
CH3
CH3
CH3
H3C
CH 3
C/III.....
Physics & Astronomy
www.physics.northweste
COOH
H
нош.....
H
2
OH
HO
CH3
HOOC
H
CH3
CH3
CH3
Br.
H
H
Br
and
H
H
H
H
Q1: For each molecule, assign each stereocenter as R or S. Circle the meso compounds. Label
each compound as chiral or achiral.
OH
HO
CI
Br
H
CI
CI
Br
CI
CI
Xf x f g
Br
D
OH
Br
Br
H₂N
R.
IN
Ill
I
-N
S
OMe
D
II
H
CO₂H
1/111
DuckDuckG
These are synthesis questions. You need to show how the starting material can be converted into
the product(s) shown. You may use any reactions we have learned. Show all the reagents you
need. Show each molecule synthesized along the way and be sure to pay attention to the
regiochemistry and stereochemistry preferences for each reaction. If a racemic molecule is made
along the way, you need to draw both enantiomers and label the mixture as "racemic".
All of the carbon atoms of the products must come from the starting material!
?
H
H
Chapter 11 Solutions
ORGANIC CHEMISTRY
Ch. 11.1 - Prob. 11.1PCh. 11.2C - Prob. 11.2PCh. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.4PCh. 11.3 - Prob. 11.5PCh. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...
Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
Knowledge Booster
Similar questions
- Q5: Draw every stereoisomer for 1-bromo-2-chloro-1,2-difluorocyclopentane. Clearly show stereochemistry by drawing the wedge-and-dashed bonds. Describe the relationship between each pair of the stereoisomers you have drawn.arrow_forwardClassify each pair of molecules according to whether or not they can participate in hydrogen bonding with one another. Participate in hydrogen bonding CH3COCH3 and CH3COCH2CH3 H2O and (CH3CH2)2CO CH3COCH3 and CH₂ CHO Answer Bank Do not participate in hydrogen bonding CH3CH2OH and HCHO CH3COCH2CH3 and CH3OHarrow_forwardNonearrow_forward
- Given the standard enthalpies of formation for the following substances, determine the reaction enthalpy for the following reaction. 4A (g) + 2B (g) → 2C (g) + 7D (g) AHrxn =?kJ Substance AH in kJ/mol A (g) - 20.42 B (g) + 32.18 C (g) - 72.51 D (g) - 17.87arrow_forwardDetermine ASran for Zn(s) + 2HCl(aq) = ZnCl2(aq) + H2(aq) given the following information: Standard Entropy Values of Various Substance Substance So (J/mol • K) 60.9 Zn(s) HCl(aq) 56.5 130.58 H2(g) Zn2+(aq) -106.5 55.10 CI (aq)arrow_forward3) Catalytic hydrogenation of the compound below produced the expected product. However, a byproduct with molecular formula C10H12O is also formed in small quantities. What is the by product?arrow_forward
- What is the ΔHorxn of the reaction? NaOH(aq) + HCl(aq) → H2O(l) + NaCl(aq) ΔHorxn 1= ________ kJ/molarrow_forward= +92kJ ΔΗ = +170kJ Use the following reactions: 2NH3(9) N2(g) + 3H2(g) → 11/N2(g) + 2H2O (1) → NO2(g) + 2H2(g) Determine the DH° of this reaction: NO2(g) + H2(g) → 2(g) → 2H2O(l) + NH3(9) ΔΗarrow_forwardDetermine the entropy change for the reaction SO2(g) + O2(g) following information: Standard Entropy Values of Various Substance Substance SO2(g) 02(g) SO3(g) So (J/mol K) 248.2 205.0 256.8 → SO3(g) given thearrow_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 LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningMacroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole