EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
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Question
Chapter 18.SE, Problem 41AP
Interpretation Introduction
a) Methyl 1-phenylethyl ether
Interpretation:
How to prepare methyl 1-phenylethyl ether from 1-phenylethanol is to be shown.
Concept introduction:
Ether can be obtained by the Williamson synthesis reaction between the alkoxide of an alcohol with alkyl bromides. The alkoxide can be prepared by treating the alcohol with NaH.
To give:
How to prepare methyl 1-phenylethyl ether from 1-phenylethanol.
Interpretation Introduction
b) Phenylepoxyethane
Interpretation:
How to prepare methyl phenylepoxyethane from 1-phenylethanol is to be shown.
Concept introduction:
Alcohols dehydrate when treated with POCl3 to yield
To give:
How to prepare methyl phenylepoxyethane from 1-phenylethanol.
Interpretation Introduction
c) tert-Butyl 1-phenylethyl ether
Interpretation:
How to prepare tert-butyl 1-phenylethyl ether from 1-phenylethanol is to be shown.
Concept introduction:
In the alkoxy-mercuration process, the addition of alcohols to double bonds in alkenes takes place following Markovnikov's regiochemistry. Variety of alcohols and alkenes can be used in this process. Primary, secondary and tertiary alcohols react well.
To show:
How to prepare tert-butyl 1-phenylethyl ether from 1-phenylethanol.
Interpretation Introduction
d) 1-Phenylethanethiol
Interpretation:
How to prepare 1-phenylthiol from 1-phenylethanol is to be shown.
Concept introduction:
Treatment of an
To show:
How to prepare 1-phenylthiol from 1-phenylethanol.
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Please explain your steps and thought process. Thank you!
Using the general properties of equilibrium constants
At a certain temperature, the equilibrium constant K for the following reaction is 1.3 × 10 4:
Cl2(g) + CHCl3(g) HCl(g) + CC₁(g)
Use this information to complete the following table.
Suppose a 16. L reaction vessel is filled with 1.6 mol of HCI and
1.6 mol of CCl4. What can you say about the composition of the
mixture in the vessel at equilibrium?
There will be very little Cl2 and CHCl3.
☐ x10
There will be very little HCI and CCl4.
Neither of the above is true.
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
HCl(g)+CC14(g)
12
Cl2(9)+CHCl3(9)
K = 0 ☐
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
2 Cl₂(9)+2CHCl3(9)
2 HCl(9)+2CC₁₁(9)
K =
✓
00.
18
Ar
Chapter 18 Solutions
EBK ORGANIC CHEMISTRY
Ch. 18.1 - Name the following ethers:Ch. 18.2 - Why do you suppose only symmetrical ethers are...Ch. 18.2 - How would you prepare the following ethers using a...Ch. 18.2 - Review the mechanism of oxymercuration shown in...Ch. 18.2 - How would you prepare the following ethers? Use...Ch. 18.2 - Prob. 6PCh. 18.3 - Prob. 7PCh. 18.3 - Write the mechanism of the acid-induced cleavage...Ch. 18.3 - Why are HI and HBr more effective than HCl in...Ch. 18.4 - What product would you expect from Claisen...
Ch. 18.5 - Prob. 11PCh. 18.6 - Predict the major product of each of the following...Ch. 18.6 - Prob. 13PCh. 18.6 - Predict the major product of the following...Ch. 18.7 - 15-Crown-5 and 12-crown-4 ethers complex Na+ and...Ch. 18.8 - Prob. 16PCh. 18.8 - 2-Butene-l-thiol is one component of skunk spray....Ch. 18.9 - The 1H NMR spectrum shown is that of a cyclic...Ch. 18.SE - Give IUPAC names for the following compounds...Ch. 18.SE - Show the product, including stereochemistry, that...Ch. 18.SE - Prob. 21VCCh. 18.SE - Treatment of the following alkene with a...Ch. 18.SE - Prob. 23MPCh. 18.SE - Prob. 24MPCh. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - The alkoxymercuration of alkenes involves the...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Prob. 29MPCh. 18.SE - Ethers undergo an acid-catalyzed cleavage reaction...Ch. 18.SE - Treatment of 1, 1-diphenyl-l, 2-epoxyethane with...Ch. 18.SE - Fluoxetine, a heavily prescribed antidepressant...Ch. 18.SE - When 2-methyl-2, 5-pentanediol is treated with...Ch. 18.SE - Prob. 34MPCh. 18.SE - Prob. 35MPCh. 18.SE - Aldehydes and ketones undergo acid-catalyzed...Ch. 18.SE - Propose a mechanism to account for the following...Ch. 18.SE - Prob. 38APCh. 18.SE - Prob. 39APCh. 18.SE - How would you prepare the following ethers?Ch. 18.SE - Prob. 41APCh. 18.SE - tert-Butyl ethers can be prepared by the reaction...Ch. 18.SE - Treatment of trans-2-chlorocyclohexanol with NaOH...Ch. 18.SE - Predict the products of the following ether...Ch. 18.SE - Prob. 45APCh. 18.SE - Prob. 46APCh. 18.SE - Write the mechanism of the hydrolysis of cis-5,...Ch. 18.SE - Prob. 48APCh. 18.SE - Acid-catalyzed hydrolysis of a 1,...Ch. 18.SE - Prob. 50APCh. 18.SE - Epoxides are reduced by treatment with lithium...Ch. 18.SE - Prob. 52APCh. 18.SE - The red fox (Vulpes vulpes) uses a chemical...Ch. 18.SE - Anethole, C10H12O, a major constituent of the oil...Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 56GPCh. 18.SE - How would you synthesize anethole (Problem 18-54)...Ch. 18.SE - How could you prepare benzyl phenyl ether from...Ch. 18.SE - Meerwein's reagent, triethyloxonium...Ch. 18.SE - Prob. 60GPCh. 18.SE - Prob. 61GPCh. 18.SE - The Zeisel method is an old analytical procedure...Ch. 18.SE - Prob. 63GPCh. 18.SE - Prob. 64GPCh. 18.SE - Prob. 65GPCh. 18.SE - Identify the reagents a-e in the following scheme:Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 68GPCh. 18.SE - Prob. 69GPCh. 18.SE - Predict the product(s) if the starting materials...
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