Why can you not selectively epoxidize an alkene with MCPBA in the presence of a ketone?
Why can you not selectively epoxidize an alkene with MCPBA in the presence of a ketone?
Homework Answers
This is due to the fact that ketones undergo Baeyer-villiger oxidation and change into ester in presence of m-CPBA. Thus, we can't selectively epoxide alkene in the presence of ketone functional group.
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Why can you not selectively epoxidize an alkene with MCPBA in
the presence of a ketone?
(References) CH3 ** OH Can this alcohol be synthesized selectively by hydroboration-oxidation of an alkene? •...
(References) CH3 ** OH Can this alcohol be synthesized selectively by hydroboration-oxidation of an alkene? • If yes, draw the structure of the alkene. • If no, draw the structure given above. • You do not have to explicitly draw H atoms.
**WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the follow compound...
**WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the follow compound
Question 50 **WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the...
Question 50 **WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the follow compound T
Please show how using mCPBA with -OH leads to syn dihydroxylation of an alkene.
Please show how using mCPBA with -OH leads to syn dihydroxylation of an alkene.
Draw all stereoisomers formed when the following alkene is treated with mCPBA. How many stereoisomers of...
Draw all stereoisomers formed when the following alkene is treated with mCPBA. How many stereoisomers of the product are possible? Draw the product of the reaction, including stereochemistry.
The four constitutionally isomeric alcohols shown below can each be made selectively by one or both...
The four constitutionally isomeric alcohols shown below can each be made selectively by one or both of hydroboration/oxidation or oxymercuration/demercuration of one or two constitutionally isomeric alkenes. For each of (a)-(d) write one or two alkenes (as indicated) that is/are appropriate starting materials, and for each alkene which of two reagent combinations is needed to produce the indicated alcohol. You can disregard stereochemistry in this problem, and focus just on regiochemistry. In other words, be sure the OH will become...
An unknown alkene was reacted with MCPBA in dichloromethane, followed by work-up with H2O/H*. A racemic...
An unknown alkene was reacted with MCPBA in dichloromethane, followed by work-up with H2O/H*. A racemic mixture of the compound shown below was obtained. What is correct name of the starting alkene? OH + enantiomer OH 7 A. B C. D E (Z)-3-methylpent-2-ene (E)-3-methylpent-2-ene 2-methylpent-2-ene 2,3-dimethylbut-2-ene none of the above
The alkene shown below reacts with meta-chloroperbenzoic acid (MCPBA) in tetranyarului DIL VICITU LIIC TOUTUMU describe...
The alkene shown below reacts with meta-chloroperbenzoic acid (MCPBA) in tetranyarului DIL VICITU LIIC TOUTUMU describe the reaction products? = = оооо = =
Hydration of terminal alkynes in the presence of mercuric sulfate always yields a methyl ketone whereas...
Hydration of terminal alkynes in the presence of mercuric sulfate always yields a methyl ketone whereas hydration of internal alkynes produces mixture of ketones. Explain with appropriate example. Hydroboration-Oxidation of an internal alkyne produces ketone whereas the same reaction for a terminal alkyne yields aldehyde - why? State the rule associated in it.
7. (5 points extra credit) Baeyer-Villiger Oxidation! When tert-butyl methyl ketone is reacted with mCPBA and...
7. (5 points extra credit) Baeyer-Villiger Oxidation! When tert-butyl methyl ketone is reacted with mCPBA and base, the ketone is cleanly converted to a single ester product in high yield (A or B). Circle the product of this reaction (A or B) and explain your answer (explain the migratory ability of t-Bu vs Me).
(References) CH3 ** OH Can this alcohol be synthesized selectively by hydroboration-oxidation of an alkene? • If yes, draw the structure of the alkene. • If no, draw the structure given above. • You do not have to explicitly draw H atoms.
**WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the follow compound
Question 50 **WRITTEN WORK** Draw the alkene that can be epoxidized using mCPBA to yield the follow compound T
Draw all stereoisomers formed when the following alkene is treated with mCPBA. How many stereoisomers of the product are possible? Draw the product of the reaction, including stereochemistry.
The four constitutionally isomeric alcohols shown below can each be made selectively by one or both of hydroboration/oxidation or oxymercuration/demercuration of one or two constitutionally isomeric alkenes. For each of (a)-(d) write one or two alkenes (as indicated) that is/are appropriate starting materials, and for each alkene which of two reagent combinations is needed to produce the indicated alcohol. You can disregard stereochemistry in this problem, and focus just on regiochemistry. In other words, be sure the OH will become...
An unknown alkene was reacted with MCPBA in dichloromethane, followed by work-up with H2O/H*. A racemic mixture of the compound shown below was obtained. What is correct name of the starting alkene? OH + enantiomer OH 7 A. B C. D E (Z)-3-methylpent-2-ene (E)-3-methylpent-2-ene 2-methylpent-2-ene 2,3-dimethylbut-2-ene none of the above
The alkene shown below reacts with meta-chloroperbenzoic acid (MCPBA) in tetranyarului DIL VICITU LIIC TOUTUMU describe the reaction products? = = оооо = =
Hydration of terminal alkynes in the presence of mercuric sulfate always yields a methyl ketone whereas hydration of internal alkynes produces mixture of ketones. Explain with appropriate example. Hydroboration-Oxidation of an internal alkyne produces ketone whereas the same reaction for a terminal alkyne yields aldehyde - why? State the rule associated in it.
7. (5 points extra credit) Baeyer-Villiger Oxidation! When tert-butyl methyl ketone is reacted with mCPBA and base, the ketone is cleanly converted to a single ester product in high yield (A or B). Circle the product of this reaction (A or B) and explain your answer (explain the migratory ability of t-Bu vs Me).
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