(a)
To determine: The synthesis of the given ether by Williamson synthesis methods using any alcohol or phenol.
Interpretation: The synthesis of the given ethers by Williamson synthesis using any alcohol and phenol is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(b)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(c)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(d)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
(e)
To determine: The synthesis of the given ethers by Williamson synthesis methods.
Interpretation: The synthesis of the given ethers by Williamson synthesis methods is to be stated.
Concept introduction: The reaction of an alkoxide ion with
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Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
- What is reaction 1 and 2 called? Choices: A. Williamson ether synthesis, B. Reduction with Grignard reagent, C. Acidic ether cleavage, D. FC Alkylation What are the reagents for reaction 1 and 2? Choices: A. methanol in acidic medium, B. sodium hydride and bromomethane, C. methyl bromide and aluminum bromide, D. methanoyl bromidearrow_forwardShow how the following ethers might be synthesized using (1) alkoxymercuration–demercuration and (2) the Williamson synthesis. (When one of these methods cannot beused for the given ether, point out why it will not work.)(a) 2-methoxybutane (b) ethyl cyclohexyl etherarrow_forwardShow the steps necessary to make 4-phenyl-3-heptene using a Wittig reaction. Start with triphenylphosphine and an alkyl halide. After that you may use any other organic or inorganic reagents.arrow_forward
- Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).arrow_forwardhow how you would use the Williamson ether synthesis to prepare the following ethers.You may use any alcohols or phenols as your organic starting materials. 1-methoxy-4-nitrobenzenearrow_forwardPropose a short synthesis f or ONE of the following molecules. You can start with acetylene, and alkyl halides from 1-4 carbons in length. You can also use an reagents you wish. a) Hexan-3-one (CH3CH2COCH2CH2CH3)arrow_forward
- How to go from 3-oxocyclohexane-1-carbaldehyde to 3-hydroxycyclohexane-1-carbaldehyde, using a protection reagent for the aldehyde group.arrow_forwardA student wanted to use the Williamson ether synthesis to make (R)-2-ethoxybutane. He remembered that the Williamson synthesis involves an SN2 displacement, which takes place with inversion of configuration. He ordered a bottle of (S)-butan-2-ol for his chiral starting material. He also remembered that the SN2 goes best on primary halides and tosylates, so he made ethyl tosylate and sodium (S)-but-2-oxide. After warming these reagents together, he obtained an excellent yield of 2-ethoxybutane. What would have been the best synthesis of (R)-2-ethoxybutane?arrow_forwardA student wanted to use the Williamson ether synthesis to make (R)-2-ethoxybutane. He remembered that the Williamson synthesis involves an SN2 displacement, which takes place with inversion of configuration. He ordered a bottle of (S)-butan-2-ol for his chiral starting material. He also remembered that the SN2 goes best on primary halides and tosylates, so he made ethyl tosylate and sodium (S)-but-2-oxide. After warming these reagents together, he obtained an excellent yield of 2-ethoxybutane. What enantiomer of 2-ethoxybutane did he obtain? Explain how this enantiomer results from the SN2 reaction of ethyl tosylate with sodium (S)-but-2-oxide.arrow_forward
- Show how you would use the Williamson ether synthesis to prepare the following ethers.You may use any alcohols or phenols as your organic starting materials. ) isopropyl methyl etherarrow_forwardShow the mecanism for the protection of the diol by forming an acetal with acetone. Remember this reaction occurs in an acidic environment CH3 CH3 с H D CH,COCH; tocamobor CH3 Н.С. OH B 10 11arrow_forwardThe boiling points of hex-1-ene (64 °C) and hex-1-yne (71 °C) are sufficiently close that it is difficult to achieve a clean separation by distillation. Show how you might use the acidity of hex-1-yne to remove the last trace of it from a sample of hex-1-ene.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT