Ethyl propyl ether from ethyl propanoate

Ethyl propanoate is an ester compound and ethyl propyl ether is an ether compound. Therefore we have to brake (hydrolysis of ether) ester to different compounds to prepare ether.

Esters hydrolysis can be done by using an acid or alkali.

Ethyl propyl ether preparing from ethyl propanoate

You can see in both molecules are different in their structures. As a organic compound, we can only use ethyl propanoate.

Ethyl propyl ether molecule

There are five carbon atoms in ethyl propyl ether.

Ethyl propyl ether

Ethyl propanoate molecule

Ethyl propanoate is an ester compound which can be prepared from reaction of an acyl chloride and an alcohol.

ethyl propanoate

Ethyl propanoate to ethyl propyl ether

Steps of preparing ethyl propyl ether from ethyl propanaote are explained below. n this section you will learn about ester hydrolysis and ether preparing.

How to prepare an ether compound?

Ether is prepared by reaction of sodium salt of alcohols and alkyl halide. Sodium ion and halide ion eliminated to give NaX (X=Cl, Br, I) while ether is produced.

Ester hydrolysis

Ester hydrolysis can be done in two ways, acidic or alkaline.

Ethyl propanoate acidic hydrolysis

Ethyl propanoate hydrolysis is done by concentrated sulfuric acid, which is acidic hydrolysis. It gives ethanol (alcohol) and propanoic acid. But remember that, this reaction is reversible and does not occur 100% hydrolysis.

Ethyl propanoate alkali hydrolysis

With aqueous NaOH, ethyl propanoate hydrolysis will give ethanol and sodium propanaote. To recover propanoic acid from sodium propanaote, add concentrated HCl solution.

Ethanol and propanoic acid separating

Ethanol and propanoic acid can be separated by a physical separation method because their physical properties are different.

Ethanol and sodium reaction

Separated ethanol reacts with sodium metal (Na) to give sodium ethoxide which is a strong base.

We cannot use aqueous NaOH to prepare sodium ethoxide.

Propanoic acid and LiAlH4 reaction

Propanoic acid is reduced to propanol by LiAlH4.

Propanol and PCl3 reaction

Propanol reacts with PCl3 to chloropropane which is an alkyl halide compound.

Also wwe can use PCl5, SOCl2 to prepare chloropropane.

As chloropropane, bromopropane can be used in this conversion to prepare ethyl propyl ether.

Chloropropane and sodium ethoxide reaction

Ethyl propyl ether is given as the product by the reaction of chloropropane and sodium ethoxide. NaCl is eliminated to give the product. No other reagent is required to occur this reaction.

ethyl propanoate to ethyl propyl ether

Related tutorials to ether and esters

Ethanol to ethoxyethane Aldehyde, ketone reduction by LiAlH4 Ethanol to butane Alkyl halide to ester Carboxylic acids Organic conversions questions and answers