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 15, Problem 3LGP
Deduce the structures of compounds E–L in the roadmap below.
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20.44 The Diels-Alder reaction is not limited to making six-membered rings with only car-
bon atoms. Predict the products of the following reactions that produce rings with
atoms other than carbon in them.
OCCH
OCCH
H
(b)
CH
C(CH₂)s
COOCH
མ་ནས་བ
(c)
N=C
H
-0.X-
(e)
H C=N
COOCHS
+ CH2=CHCH₂ →→
Given the attached data, provide the drawing for the corresponding structure.
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Chapter 15 Solutions
Organic Chemistry
Ch. 15 - PRACTICE PROBLEM 15.1
Show how loss of a proton...Ch. 15 - Prob. 2PPCh. 15 - PRACTICE PROBLEM 15.3
Outline all steps in a...Ch. 15 - PRACTICE PROBLEM 15.4 Provide a mechanism that...Ch. 15 - Prob. 5PPCh. 15 - Prob. 6PPCh. 15 - Prob. 7PPCh. 15 - PRACTICE PROBLEM 15.8 Write resonance structures...Ch. 15 - PRACTICE PROBLEM 15.9
Provide a mechanism for the...Ch. 15 - PRACTICE PROBLEM 15.10 The trifluoromethyl group...
Ch. 15 - PRACTICE PROBLEM 15.11
Predict the major products...Ch. 15 - PRACTICE PROBLEM 15.12 Predict the major product...Ch. 15 - PRACTICE PROBLEM 15.13
Write mechanisms for the...Ch. 15 - Prob. 14PPCh. 15 - PRACTICE PROBLEM 15.15
Suppose you needed to...Ch. 15 - PRACTICE PROBLEM 15.16 1-Fluoro-2,4-dinitrobenzene...Ch. 15 - Prob. 17PPCh. 15 - PRACTICE PROBLEM 15.18
When...Ch. 15 - PRACTICE PROBLEM 15.19 Birch reduction of toluene...Ch. 15 - Prob. 20PCh. 15 - Prob. 21PCh. 15 - What monobromination product (or products) would...Ch. 15 - 15.23 Predict the major products of the following...Ch. 15 - Prob. 24PCh. 15 - 15.25 Starting with styrene, outline a synthesis...Ch. 15 - Prob. 26PCh. 15 - 15.27 Starting with aniline, outline a synthesis...Ch. 15 - Prob. 28PCh. 15 - Propose structures for compounds GI:Ch. 15 - 2,6-Dichlorophenol has been isolated from the...Ch. 15 - Prob. 31PCh. 15 - 15.32 Give structures (including stereochemistry...Ch. 15 - Provide a detailed mechanism for each of the...Ch. 15 - 15.34 Provide a detailed mechanism for the...Ch. 15 - Prob. 35PCh. 15 - Many polycyclic aromatic compounds have been...Ch. 15 - Prob. 37PCh. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Prob. 40PCh. 15 - Predict the product of the following reaction.Ch. 15 - 15.42 When m-chlorotoluene is treated with sodium...Ch. 15 - Prob. 43PCh. 15 - Prob. 44PCh. 15 - Prob. 45PCh. 15 - Prob. 46PCh. 15 - 15.47 Provide structures for compounds A and B:
Ch. 15 - Prob. 48PCh. 15 - 15.49 Treating cyclohexene with acetyl chloride...Ch. 15 - 15.50 The tert-butyl group can be used as a...Ch. 15 - 15.51 When toluene is sulfonated (concentrated )...Ch. 15 - Prob. 52PCh. 15 - 2-Methylnaphthalene can be synthesized from...Ch. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Furan undergoes electrophilic aromatic...Ch. 15 - A C-D bond is harder to break than a C-H bond,...Ch. 15 - 15.61 Acetanilide was subjected to the following...Ch. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - When compound C, which is often used to model a...Ch. 15 - Open the molecular model file for benzyne and...Ch. 15 - The structure of thyroxine, a thyroid hormone that...Ch. 15 - Prob. 2LGPCh. 15 - 3. Deduce the structures of compounds E–L in the...
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- > H₂C=C-CH2-CH3 B. H₂O Pt C. + H2 + H₂O H D. 16. Give the IUPAC name for each of the following: B. Cl Cl c. Cl Cl 17. Draw the line-angle formula for each of the following compounds: 1. phenol 2. 1,3-dichlorobenzene 3. 4-ethyltoluene < Previous Submit Assignment Next ▸arrow_forwardno Ai walkthroughsarrow_forwardThe answer is shown. What is the reaction mechanism to arrive at the answer?arrow_forward
- no Ai walkthroughsarrow_forwardConsider the following nucleophilic substitution reaction. The compound listed above the arrow is the solvent for the reaction. If nothing is listed over the arrow, then the nucleophile is also the solvent for the reaction. Part 1 of 2 Br CH,CN + I¯ What is the correct mechanism for the reaction? Select the single best answer. @SN2 ○ SN 1 Part: 1/2 Part 2 of 2 Draw the products for the reaction. Include both the major organic product and the inorganic product. If more than one stereoisomer is possible, draw only one stereoisomer. Include stereochemistry where relevant. Click and drag to start drawing a structure. X હૈarrow_forward20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.arrow_forward
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