Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 18.SE, Problem 65GP
Interpretation Introduction
Interpretation:
How to prepare o-hydroxyphenylacetaldehyde from phenol is to be shown.
Concept introduction:
Phenyl acetaldehyde is to be prepared from phenol. Phenol can be converted into o-ethylphenol by Friedal Crafts reaction. The benzyl carbon can be brominated by treating with NBS. The dehydrohalogeation of the bromo compound and subsequent treatment with peracid will lead to the formation of an
To show:
How to prepare o-hydroxyphenylacetaldehyde from phenol.
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Chapter 18 Solutions
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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- How could you prepare benzyl phenyl ether from benzene and phenol? More than one step is required.arrow_forwardWhat product is formed from the addition of NaOH to p-tertbutylphenol? Group of answer choices a compound with addition of an OH group to p-tertbutyl phenol the sodium salt of p-tertbutylphenol, sodium p-tertbutylphenoxide a protonated version of p-tertbutylphenol there is no reactionarrow_forwardWhat is the reduction product of the following compound with H2/Pd? A 2-propyl-1-cyclohexanol B 2-propenyl-1-cyclohexanol C2-propylcyclohexanone D 1-propyl-2-cyclohexanol What is the oxidation product of this compound? H' A ethanoic acid acetic acid propanoic acid D propanone What is the oxidation product of this compound? A 3,4-dimethylpentanoic acid B 2,3-dimethylpentanoic acid C2,3-dimethylpentanone 3,4-dimethylpentanonearrow_forward
- The compound shown is the principal component of vanilla bean extracts: H HO What is the IUPAC name of this compound? O 1-formyl-3-methoxyphenol O 3-formyl-2-methoxyphenol O 4-hydroxy-3-methoxybenzaldehyde O 1-hydroxy-2-methoxybenzaldehyde O None of these OCH 3arrow_forwardHow can you prepare 2-methyl-2-butanol starting with 3-methyl-1-butyne?arrow_forward1) How might you convert geraniol into either ethyl geranylacetate or geranylacetone? Geraniol CH₂OH CO₂Et Ethyl geranylacetate the Geranylacetonearrow_forward
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- Draw the products obtained by reacting a sulfonitric mixture with: 4-nitrophenol, 2,4-dinitrophenol, phenol, 4-methoxyphenol, 4-chlorophenol.arrow_forwardDetermine whether each of the following molecules is a hemiacetal, acetal, or neither and select the appropriate box in the table. I Don't Know CH3 CH₂ CH₂ CH3O HỌ—C—0–CH CH3 CH3 Submit CH3 O hemiacetal O acetal O neither O hemiacetal O acetal O neither X 3 © 2023 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center Accesarrow_forwardChoose the CORRECT name for this compound. OCH3 O 2-Methoxy-5-phenyl-3-pentanone O 3-Methoxy-1-phenyl-2-butanone 4-Methoxy-1-phenyl-3-pentanone 2-Methoxy-4-phenyl-3-butanonearrow_forward
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