
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
Question
Chapter 11.SE, Problem 66AP
Interpretation Introduction
Interpretation:
The reason has to be explained for the non-Zaitsev elimination product of 3-methylcyclohexene when trans-1-bromo-2-methylcyclohexane treats with base.
Concept introduction:
E2 elimination:
Saytzeff's Rule:
It is elimination reaction in which the formation of olefin on most hindered or highly substituted position.
Given information:
The structure of the product is shown below,
Expert Solution & Answer

Trending nowThis is a popular solution!
Learn your wayIncludes step-by-step video

schedule05:48
Students have asked these similar questions
81. a. Propose a mechanism for the following reaction:
OH
CH2=CHCHC=N
b. What is the product of the following reaction?
HO
H₂O
N=CCH2CH2CH
OH
HO
CH3CCH=CH2
H₂O
C=N
82. Unlike a phosphonium ylide that reacts with an aldehyde or a ketone to form an alkene a sulfonium ulia
For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check
the appropriate box.
Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below.
Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions
- just focus on the first stable product you expect to form in solution.
?
NH2
MgBr
Will the first product that forms in this reaction
create a new CC bond?
○ Yes
○ No
MgBr
?
Will the first product that forms in this reaction
create a new CC bond?
O Yes
O No
Click and drag to start drawing a
structure.
:☐
G
x
c
olo
Ar
HE
Predicting
As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule
with a new C - C bond as its major product:
H₂N
O
H
1.
?
2. H3O+
If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more
than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for
example to distinguish between major products with different stereochemistry.
0
If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank.
فا
Explanation
Check
Click and drag to start drawing a
structure.
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
Similar questions
- Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OHarrow_forwardUsing wedge-and-dash bonds, modify the bonds on the chiral carbon in the molecule below so the molecule has R stereochemical configuration. NH H Br X टेarrow_forwardProvide photos of models of the following molecules. (Include a key for identification of the atoms) 1,2-dichloropropane 2,3,3-trimethylhexane 2-bromo-3-methybutanearrow_forward
- Please draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forwardA 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?arrow_forwardFirefly luciferin exhibits three rings. Identify which of the rings are aromatic. Identify which lone pairs are involved in establishing aromaticity. The lone pairs are labeled A-D below.arrow_forward
- A 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 10.0 mL of the base solution, what is the pH of the resulting solution?arrow_forwardGiven a complex reaction with rate equation v = k1[A] + k2[A]2, what is the overall reaction order?arrow_forwardPlease draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forward
- CHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the steady-state approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the limiting or determining step approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.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
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
