Ester Naming Conventions

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Teywer
Posts: 6
Joined: Fri Apr 06, 2018 5:58 am UTC

Ester Naming Conventions

Postby Teywer » Fri Apr 06, 2018 7:58 am UTC

A quick question from a chemistry student:
I need to know the convention for naming esters formed from a carboxylic acid and a secondary or tertiary alcohol.
This would result in a side chain on the side chain attached to the oxygen atom.

Roughly, this would take the form R-COO-CH(R)-R where R is a carbon chain.

p1t1o
Posts: 865
Joined: Wed Nov 10, 2010 4:32 pm UTC
Location: London, UK

Re: Ester Naming Conventions

Postby p1t1o » Fri Apr 06, 2018 11:03 am UTC

If you make an ester from ethanoic acid and propanol, you get ethyl propanoate.

If your alcohol is secondary, like say, Propan-2-ol, it would form Ethyl Propan-2-oate, simples.

Teywer
Posts: 6
Joined: Fri Apr 06, 2018 5:58 am UTC

Re: Ester Naming Conventions

Postby Teywer » Sun Apr 08, 2018 7:14 am UTC

Thanks for that, with any luck it will be on the exam!

chenille
Posts: 423
Joined: Tue Dec 20, 2011 7:25 pm UTC

Re: Ester Naming Conventions

Postby chenille » Mon Apr 16, 2018 10:44 pm UTC

p1t1o wrote:If you make an ester from ethanoic acid and propanol, you get ethyl propanoate.

No, that would be from ethanol and propanoic acid, since the -ate is always from the acid just as if you were naming a salt. So your combination would give you propyl ethanoate (or propyl acetate), and likewise propan-2-ol would give you propan-2-yl ethanoate (or isopropyl acetate).

p1t1o
Posts: 865
Joined: Wed Nov 10, 2010 4:32 pm UTC
Location: London, UK

Re: Ester Naming Conventions

Postby p1t1o » Tue Apr 17, 2018 8:42 am UTC

chenille wrote:
p1t1o wrote:If you make an ester from ethanoic acid and propanol, you get ethyl propanoate.

No, that would be from ethanol and propanoic acid, since the -ate is always from the acid just as if you were naming a salt. So your combination would give you propyl ethanoate (or propyl acetate), and likewise propan-2-ol would give you propan-2-yl ethanoate (or isopropyl acetate).


You are correct of course, I wrote it down incorrectly. NUTS.


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