
ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
12th Edition
ISBN: 9781119766919
Author: Solomons
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 11, Problem 3LGP
Synthesize the compound shown below from methylcyclopentane and 2-methylpropane using those compounds as the source of the carbon atoms and any other reagents necessary. Synthetic tools you might need include Markovnikov or anti-Markovnikov hydration, Markovnikov or anti-Markovnikov hydrobromination, radial halogenation, elimination, and nuceleophilic substitution reactions.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Write structural formulas for the major products by
doing addition reactions
1. You must add H2 as Pt is catalyst it does not take part in reactions
only speed up the process
H₂
CH2=CH-CH3
Pt
2. Add HCI break it into H and Cl
CH3
HCI
3. Add Br2 only CC14 is catalyst
CH3-CH=CH2
B12
CCl4
4. Add water to this and draw major product, H2SO4 is catalyst you have add
water H20 in both the reaction below
H₂SO4
CH3-CH=CH2
CH3
H2SO4/H₂O
CH3-C=CH2
reflux
?
Plan the synthesis of the following compound using the starting
material provided and any other reagents needed as long as
carbon based reagents have 3 carbons or less. Either the
retrosynthesis or the forward synthesis (mechanisms are not
required but will be graded if provided) will be accepted if all
necessary reagents and intermediates are shown (solvents and
temperature requirements are not needed unless specifically
involved in the reaction, i.e. DMSO in the Swern oxidation or
heat in the KMnO4 oxidation).
H
H
Hint These are benzene substitution reactions.
ALCI3 and UV light are catalyst no part in reactions and triangle A means
heating.
A. Add ethyl for Et in benzene ring alkylation reaction EtCl =
CH3CH2CL
1) EtC1 / AlCl3 / A
?
B: Add Br to benzene ring ( substitution)
2) Br₂ / uv light
?
C Add (CH3)2 CHCH2 in benzene ring ( substitution)
(CH3)2CHCH,C1 / AICI,
?
Chapter 11 Solutions
ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
Ch. 11 - Prob. 1PPCh. 11 - Practice Problem 11.2 Give bond-line formulas and...Ch. 11 - Prob. 3PPCh. 11 - Prob. 4PPCh. 11 - Prob. 5PPCh. 11 - Prob. 6PPCh. 11 - Prob. 7PPCh. 11 - Practice Problem 11.8 Show how you would prepare...Ch. 11 - Prob. 9PPCh. 11 - Prob. 10PP
Ch. 11 - Practice Problem 11.11
An exception to what is...Ch. 11 - Prob. 12PPCh. 11 - Prob. 13PPCh. 11 - Prob. 14PPCh. 11 - Prob. 15PPCh. 11 - Prob. 16PPCh. 11 - Prob. 17PPCh. 11 - Prob. 18PPCh. 11 - Practice Problem 11.19
Propose structures for each...Ch. 11 - Prob. 20PPCh. 11 - Prob. 21PPCh. 11 - Prob. 22PPCh. 11 - Prob. 23PPCh. 11 - Prob. 24PPCh. 11 - Give an IUPAC substitutive name for each of the...Ch. 11 - Prob. 26PCh. 11 - Prob. 27PCh. 11 - Prob. 28PCh. 11 - Prob. 29PCh. 11 - 11.30. Show how you might prepare 2-bromobutane...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Prob. 33PCh. 11 - Considering A-L to represent the major products...Ch. 11 - Write structures for the products that would be...Ch. 11 - Prob. 36PCh. 11 - Provide the reagents necessary for the following...Ch. 11 - 11.38. Predict the major product from each of the...Ch. 11 - Predict the products from each of the following...Ch. 11 - Provide the reagents necessary to accomplish the...Ch. 11 - 11.41. Provide reagents that would accomplish the...Ch. 11 - Prob. 42PCh. 11 - 11.43. A synthesis of the -receptor blocker called...Ch. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - 11.46. For each of the following, write a...Ch. 11 - 11.47. Vicinal halo alcohols (halohydrins) can be...Ch. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - Prob. 52PCh. 11 - Outlined below is a synthesis of the gypsy moth...Ch. 11 - Prob. 54PCh. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - 11.57. When the 3-bromo-2-butanol with the...Ch. 11 - 11.58. Reaction of an alcohol with thionyl...Ch. 11 - Prob. 59PCh. 11 - Prob. 60PCh. 11 - Prob. 1LGPCh. 11 - Prob. 2LGPCh. 11 - Synthesize the compound shown below from...
Additional Science Textbook Solutions
Find more solutions based on key concepts
Why is an endospore called a resting structure? Of what advantage is an endospore to a bacterial cell?
Microbiology: An Introduction
What main advantage do microbial plastics have over synthetic plastics?
Brock Biology of Microorganisms (15th Edition)
Name each of the following:
Organic Chemistry (8th Edition)
2 Of the uterus, small intestine, spinal cord, and heart, which is/are in the dorsal body cavity?
Anatomy & Physiology (6th Edition)
43. Why does X-chromosome inactivation occur?
Principles of Anatomy and Physiology
79. Complete and balance each acid-base reaction.
a.
b.
c.
Introductory Chemistry (6th Edition)
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
- Draw the mechanism to make the alcohol 2-hexanol. Draw the Mechanism to make the alcohol 1-hexanol.arrow_forwardDraw the mechanism for the formation of diol by starting with 1-pentanal in... basic conditions then acidic conditions then draw the mechanism for the formation of a carboxylic acid from your product.arrow_forwardIdentify each chiral carbon as either R or S. Identify the overall carbohydrates as L or Darrow_forward
- Ethers can be formed via acid-catalyzed acetal formation. Draw the mechanism for the molecule below and ethanol.arrow_forwardHOCH, H HO CH-OH OH H OH 11 CH₂OH F II OH H H 0 + H OHarrow_forwardDraw the mechanism for the formation of diol by starting with one pen and all in... basic conditions then acidic conditions then draw the mechanism for the formation of a carboxylic acid from your product.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 LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
- Macroscale 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
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