Concept explainers
(a)
Interpretation: A stepwise mechanism for the formation of MOM ether from cyclohexanol is to be stated.
Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared from alcohols through the Bronsted-Lowry acid-base reaction. In this reaction,
(b)
Interpretation: The
Concept introduction: Acetals are the groups in which carbon atom is bonded with two
(c)
Interpretation: The other products that are formed besides cyclohexanol from the aqueous hydrolysis of the MOM ether are to be predicted, and a stepwise mechanism for the formation of each product is to be drawn.
Concept introduction: Acetals are the groups in which carbon atom is bonded with two
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ORGANIC CHEMISTRY W/CONNECT & ALEKS
- Besides the tert-butyldimethylsilyl ethers, there are many other widely used alcohol protecting groups. For example, an alcohol such as cyclohexanol can be converted to a methoxy methyl ether (a MOM protecting group) by treatment with base and chloromethyl methyl ether, ClCH2OCH3. The protecting group can be removed by treatment with aqueous acid.a. Write a stepwise mechanism for the formation of a MOM ether from cyclohexanol.b. What functional group comprises a MOM ether?c. Besides cyclohexanol, what other products are formed by aqueous hydrolysis of the MOM ether? Draw a stepwise mechanism that accounts for formation of each product.arrow_forwardSalsolinol is a naturally occurring compound found in bananas,chocolate, and several foods derived from plant sources. Salsolinol isalso formed in the body when acetaldehyde, an oxidation product of theethanol ingested in an alcoholic beverage, reacts with dopamine, aneurotransmitter. Draw a stepwise mechanism for the formation ofsalsolinol in the following reaction.arrow_forwardDraw the skeletal structures of all the final organic products formed when phenol (C6H5OH) is treated with the set of reagents given below: OH CH3CH2Cl Br. 2 AICI hvarrow_forward
- Give Step by step solutionarrow_forwardA synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.arrow_forward14. Draw the two reactants used to form the following compound, label the nucleophile and the electrophile, and using arrows show the points of attack of the nucleophile on the electrophile that enables the formation of the heterocyclic product. Na2CO3, H2O NH2 А. H CH3 H CH3H CH3arrow_forward
- H3C. H3C. CH3 nnc» XT :OH 2 CH₂OH HCI catalyst Aldehydes and ketones react reversibly with two equivalents of alcohol in the presence of an acid catalyst to give acetals. Alcohols are poor nucleophiles, and so protonation of the carbonyl oxygen is used to make the carbonyl carbon a stronger electrophile. Addition of the first equivalent of alcohol gives a hemiacetal, a hydroxyether. Addition of the second equivalent of alcohol is accompanied by loss of water to yield the product acetal. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 H3C CH3OH H3CQ OCH3 CH3 H3C. H HO: :OCH 3 CH3 46arrow_forward21. Consider the following hydrolysis of this acetal. Explain the selective hydrolysis.arrow_forwardDrawing an Enol and a Ketone Formed by Hydration of an Alkyne Draw the enol intermediate and the ketone product formed in the following reaction.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