ORGANIC CHEMISTRY- NEXTGEN PACKAGE
4th Edition
ISBN: 9781119863908
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 12.6, Problem 16PTS
Interpretation Introduction
Interpretation: The compounds that can be formed by a reaction between Grignard reagent and ester are to be determined.
Concept Introduction: When the alcoholic group is attached to three alkyl groups, it is known as tertiary alcohol. Esters react with two equivalents of Grignard reagent to form tertiary alcohols. Therefore, the alcohols that are bonded to two similar alkyl groups are formed by the reaction of ester and Grignard reagent.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Protecting Groups and Carbonyls
6) The synthesis generates allethrolone that exhibits high insect toxicity but low mammalian toxicity. They are used in pet
shampoo, human lice shampoo, and industrial sprays for insects and mosquitos. Propose detailed mechanistic steps to
generate the allethrolone label the different types of reagents (Grignard, acid/base protonation, acid/base deprotonation,
reduction, oxidation, witting, aldol condensation, Robinson annulation, etc.)
III + VI
HS
HS
H+
CH,CH,Li
III
I
II
IV
CI + P(Ph)3
V
༼
Hint: no strong base added
VI
S
VII
IX
HO
VIII
-MgBr
HgCl2,HgO
HO.
isomerization
aqeuous solution
H,SO,
༽༽༤༽༽
X
MeOH
Hint: enhances selectivity for reaction at the S
X
☑
Draw the complete mechanism for the acid-catalyzed hydration of this alkene.
esc
田
Explanation
Check
1
888
Q
A
slock
Add/Remove step
Q
F4
F5
F6
A
བྲA
F7
$
%
5
@
4
2
3
&
6
87
Click and drag to start
drawing a structure.
© 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Ce
W
E
R
T
Y
U
S
D
LL
G
H
IK
DD
요
F8
F9
F10
F1
*
(
8
9
0
O
P
J
K
L
Z
X
C
V
B
N
M
H
He
command
Explanation
Check
F1
H₂O
H₂
Pd
1) MCPBA
2) H3O+
1) Hg(OAc)2, H₂O
2) NaBH4
OH
CI
OH OH
OH
hydration
halohydrin formation
addition
halogenation
hydrogenation
inhalation
hydrogenation
hydration
☐ halohydrin formation
addition
halogenation
formation chelation
hydrogenation
halohydrin formation
substitution
hydration
halogenation
addition
Ohalohydrin formation
subtraction
halogenation
addition
hydrogenation
hydration
F2
80
F3
σ
F4
F5
F6
1
!
2
#
3
$
4
%
05
Q
W
&
Å
© 2025 McGraw Hill LLC. All Rights Reserved.
F7
F8
(
6
7
8
9
LU
E
R
T
Y
U
A
F9
Chapter 12 Solutions
ORGANIC CHEMISTRY- NEXTGEN PACKAGE
Ch. 12.1 - Prob. 1LTSCh. 12.1 - Prob. 1PTSCh. 12.1 - Prob. 2ATSCh. 12.1 - Prob. 3CCCh. 12.2 - Prob. 4CCCh. 12.3 - Prob. 8CCCh. 12.3 - Prob. 9CCCh. 12.4 - Prob. 3LTSCh. 12.4 - Prob. 10PTSCh. 12.4 - Prob. 11ATS
Ch. 12.4 - Prob. 4LTSCh. 12.4 - Prob. 12PTSCh. 12.4 - Prob. 13ATSCh. 12.6 - Prob. 14CCCh. 12.6 - Prob. 5LTSCh. 12.6 - Prob. 15PTSCh. 12.6 - Prob. 16PTSCh. 12.7 - Prob. 18CCCh. 12.9 - Prob. 6LTSCh. 12.9 - Prob. 19PTSCh. 12.9 - Prob. 20ATSCh. 12.9 - Prob. 21CCCh. 12.10 - Prob. 7LTSCh. 12.10 - Prob. 22PTSCh. 12.10 - Prob. 23ATSCh. 12.13 - Prob. 8LTSCh. 12.13 - Prob. 24PTSCh. 12.13 - Prob. 25ATSCh. 12.13 - Prob. 26CCCh. 12.13 - Prob. 9LTSCh. 12.13 - Prob. 27PTSCh. 12.13 - Prob. 28ATSCh. 12 - Prob. 29PPCh. 12 - Prob. 30PPCh. 12 - Prob. 31PPCh. 12 - Prob. 32PPCh. 12 - Prob. 33PPCh. 12 - Prob. 34PPCh. 12 - Prob. 35PPCh. 12 - Prob. 36PPCh. 12 - Prob. 37PPCh. 12 - Prob. 38PPCh. 12 - Prob. 39PPCh. 12 - Prob. 40PPCh. 12 - Prob. 41PPCh. 12 - Prob. 42PPCh. 12 - Prob. 43PPCh. 12 - Prob. 44PPCh. 12 - Prob. 45PPCh. 12 - Prob. 46PPCh. 12 - Prob. 47PPCh. 12 - Prob. 48PPCh. 12 - Prob. 49PPCh. 12 - Prob. 50PPCh. 12 - Prob. 51PPCh. 12 - Prob. 52PPCh. 12 - Prob. 53ASPCh. 12 - Prob. 54ASPCh. 12 - Prob. 55ASPCh. 12 - Prob. 62IPCh. 12 - Prob. 64IPCh. 12 - Prob. 65IPCh. 12 - Prob. 66IPCh. 12 - Prob. 67IPCh. 12 - Prob. 68IPCh. 12 - Prob. 69IPCh. 12 - Prob. 74IP
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
- Show the mechanism steps to obtain the lowerenergy intermediate: *see imagearrow_forwardSoap is made by the previous reaction *see image. The main difference between one soap and another soap isthe length (number of carbons) of the carboxylic acid. However, if a soap irritates your skin, they mostlikely used too much lye.Detergents have the same chemical structure as soaps except for the functional group. Detergentshave sulfate (R-SO4H) and phosphate (R-PO4H2) functional groups. Draw the above carboxylic acidcarbon chain but as the two variants of detergents. *see imagearrow_forwardWhat are the reactions or reagents used? *see imagearrow_forward
- The two pKa values of oxalic acid are 1.25 and 3.81. Why are they not the same value? Show the protontransfer as part of your explanation. *see imagearrow_forwardасть Identify all the bonds that gauche interact with C-OMe in the most stable conformation of the above compound.arrow_forwardPredict the reactants used in the formation of the following compounds using Acid-Catalyzed dehydration reactionarrow_forward
- Can I please get help with this?arrow_forward.. Give the major organic product(s) for each of the following reactions or sequences of reactions. Show ll relevant stereochemistry [3 ONLY]. A H Br 1. NaCN 2 NaOH, H₂O, heat 3. H3O+ B. CH₂COOH 19000 1. LiAlH4 THF, heat 2 H₂O* C. CH Br 1. NaCN, acetone 2 H3O+, heat D. Br 1. Mg. ether 3. H₂O+ 2 CO₂ E. CN 1. (CH) CHMgBr, ether 2 H₂O+arrow_forwardAssign this COSY spectrumarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning

Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning

Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,

General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning

Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Alcohols, Ethers, and Epoxides: Crash Course Organic Chemistry #24; Author: Crash Course;https://www.youtube.com/watch?v=j04zMFwDeDU;License: Standard YouTube License, CC-BY