Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 20, Problem 51P
Develop a synthesis for the following molecule using only the indicated materials as sources for the carbon atoms that appear in the final product. As a hint, you will need to draw upon several reactions from earlier chapters to come up with a successful solution, and you may have to use some of the carbon sources more than one time. Also assume that
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Starting with benzene and using any other reagents of your choice, design a synthesis for the following compound:
OEt
CI
&
NO₂
The target molecule above can be prepared by treating benzene with some reagent or combination of the reagents listed below. Give
the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than
one correct solution, provide just one answer.
A
1) EtMgBr
2) H₂O¹
D
NaOEt, heat
B
HNO₂, H₂SO4
E
NaOH, heat
C
D
F
Cl₂, AICI
CH-CH₂COCI, AICI
Please help me with the last two steps. I keep getting them marked wrong. Please and thank you!
. Please provide a forward synthesis for the following aromatic compounds using benzene as the starting material for all of your
syntheses. In some cases, you might run a reaction that produces two products. This outcome is fine; just draw both products,
and indicate that you will separate them, and then proceed forward with the compound needed.
Br
HO2C,
Br
CI
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 1PPCh. 20 - Prob. 2PPCh. 20 - Practice Problem 20.3
Write a mechanism that...Ch. 20 - Prob. 4PPCh. 20 - PRACTICE PROBLEM 20.5 Outline a preparation of...Ch. 20 - Prob. 6PPCh. 20 - Prob. 7PPCh. 20 - Prob. 8PPCh. 20 - Prob. 9PPCh. 20 - Prob. 10PP
Ch. 20 - Practice Problem 20.11 In the preceding examples...Ch. 20 - Prob. 12PPCh. 20 - Prob. 13PPCh. 20 - Practice Problem 20.14
Outline a synthesis of...Ch. 20 - Prob. 15PPCh. 20 - Prob. 16PPCh. 20 - Prob. 17PPCh. 20 - Prob. 18PPCh. 20 - Prob. 19PCh. 20 - 20.20 Give common or systematic names for each of...Ch. 20 - Which is the most basic nitrogen in each compound?...Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Show how you might synthesize each of the...Ch. 20 - Prob. 25PCh. 20 - 20.26 Provide the major organic product from each...Ch. 20 - Prob. 27PCh. 20 - 20.28 What products would you expect to be formed...Ch. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - Prob. 31PCh. 20 - Write equations for simple chemical rests or state...Ch. 20 - Prob. 33PCh. 20 - Explain the following, including mention of key...Ch. 20 - 20.35 Provide a detailed mechanism for each of the...Ch. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - 20.40 Give structures for compounds R-W:
Ch. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Diethylpropion (shown here) is a compound used in...Ch. 20 - Prob. 44PCh. 20 - 20.45 Compound W is soluble in dilute aqueous HCI...Ch. 20 - 20.46 Propose structures for compounds X, Y, and...Ch. 20 - Compound A(C10H15N) is soluble in dilute HCI. The...Ch. 20 - Prob. 48PCh. 20 - Prob. 49PCh. 20 - For each of the following, identify the product...Ch. 20 - 20.51 Develop a synthesis for the following...Ch. 20 - 20.52 When phenyl isochiocyanatc, , is reduced...Ch. 20 - Prob. 53PCh. 20 - 20.54 Propose a mechanism that can explain the...Ch. 20 - When acetone is treated with anhydrous ammonia in...Ch. 20 - Prob. 56P
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- Convert 2-pentanol into 2,3-dibromopentane. Draw structures of the starting material (2-pentanol) and final product (2,3-dibromopentane), and show the two reactions needed for this synthesis. Include the structure of the intermediate compound, and the reagents and conditions for each reaction. Then explain why 1,2-dibromopentane would not be a significant product of this synthesis.arrow_forwardChemistryarrow_forwardStarting with benzene and using any other reagents of your choice, design a synthesis for the following compound: The target molecule above can be prepared by treating benzene with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A OEt 1) EtMgBr 2) H₂O* D NaOEt, heat B HNO3, H₂SO4 E NaOH, heat с F Cl₂, AICI3 CH3CH₂COCI, AICIarrow_forward
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