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28-09-2019
Chemistry

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Alcohols like ethanol CH3CH2OH, have a proton attached to the oxygen atom that can be acidic. Can a base like CH3NH2 deprotonate the -OH group? (pka CH3CH2OH=15.7 pKa CH3NH3=10.8) justify your answer

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30-09-2019

Answer:

No. CH₃NH₂ cannot deprotonate CH₃CH₂OH.

Explanation:

Organic species like ethanol and methylamine can behave as acid or bases. The pKa value is necessary to indentify in a reaction if the species can act as an acid or a base.

In this case, despite alcohols being recognised as acids and amines as bases, the amine CH₃NH₂ has an smaller pKa than the alcohol CH₃CH₂OH , which means that CH₃NH₂ is a stronger acid than CH₃CH₂OH . Therefore, CH₃NH₂ will not deprotonate the -OH group.

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