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What is the product when cyclohexanone reacts with morpholine?
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Posted by
Larry Walden
What is the product when cyclohexanone reacts with morpholine?
TsOH is a relatively strong organic acid (Source: Wikipedia). It is used to protonate the carbonyl oxygen and make the carbon atom more electrophilic, thus facilitating nucleophilic addition of the amine.
Benzene acts as a solvent in this case. It can dissolve the less polar cyclohexanone. Also, since benzene is a non-polar solvent, strong mineral acids (like H2SO4) cannot be used as it will not dissolve in benzene. Hence TsOH is chosen.
TsOH is a relatively strong organic acid (Source: Wikipedia). It is used to protonate the carbonyl oxygen and make the carbon atom more electrophilic, thus facilitating nucleophilic addition of the amine.
Benzene acts as a solvent in this case. It can dissolve the less polar cyclohexanone. Also, since benzene is a non-polar solvent, strong mineral acids (like H2SO4) cannot be used as it will not dissolve in benzene. Hence TsOH is chosen.
It is worth noting that benzene forms an azeotrope with water so the water produced by the reaction can be removed e.g. by Dean-Stark reflux to drive the reaction to completion. Benzene however, is not used these days because of its high carcinogenicity, toluene is the safer choice.More
TsOH is a relatively strong organic acid (Source: Wikipedia). It is used to protonate the carbonyl oxygen and make the carbon atom more electrophilic, thus facilitating nucleophilic addition of the amine.
Benzene acts as a solvent in this case. It can dissolve the less polar cyclohexanone. Also, since benzene is a non-polar solvent, strong mineral acids (like H2SO4) cannot be used as it will not dissolve in benzene. Hence TsOH is chosen.
TsOH is a relatively strong organic acid (Source: Wikipedia). It is used to protonate the carbonyl oxygen and make the carbon atom more electrophilic, thus facilitating nucleophilic addition of the amine.
Benzene acts as a solvent in this case. It can dissolve the less polar cyclohexanone. Also, since benzene is a non-polar solvent, strong mineral acids (like H2SO4) cannot be used as it will not dissolve in benzene. Hence TsOH is chosen.
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