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Esterification

how does ethanoic acid react with propan-2-ol? ive seen on another thread the reaction will just occur on the 2nd carbon group but how would that be drawn
Reply 1
Original post by jennaa21
how does ethanoic acid react with propan-2-ol? ive seen on another thread the reaction will just occur on the 2nd carbon group but how would that be drawn

Have a look here: https://chemguide.co.uk/organicprops/alcohols/esterification.html (says pretty much the same as https://chemguide.co.uk/organicprops/acids/esterification.html)
And mechanism: https://chemguide.co.uk/physical/catalysis/esterify.html might help with drawing it out/understanding, but it might just complicate things further

As it's a secondary alcohol, the carbon to which the -OH group is attached will be the one involved :smile:
Original post by jennaa21
how does ethanoic acid react with propan-2-ol? ive seen on another thread the reaction will just occur on the 2nd carbon group but how would that be drawn

Hi @jennaa21,

Thank you for posting in the Chemistry Forum!

I've updated the title of your thread to 'Esterification' for better clarity..

5hyl33n
Original post by bl0bf1sh
Have a look here: https://chemguide.co.uk/organicprops/alcohols/esterification.html (says pretty much the same as https://chemguide.co.uk/organicprops/acids/esterification.html)
And mechanism: https://chemguide.co.uk/physical/catalysis/esterify.html might help with drawing it out/understanding, but it might just complicate things further

As it's a secondary alcohol, the carbon to which the -OH group is attached will be the one involved :smile:

i understand... but how would the overall product be drawn? im slightly confused
Reply 4
Original post by jennaa21
i understand... but how would the overall product be drawn? im slightly confused


If you had propanoic acid (CH3CH2COOH) reacting with methanol (CH3OH), you'd get CH3-CH2-C(=O)-O-CH3.
If you had propanoic acid (CH3CH2COOH) reacting with ethanol (CH3CH2OH), you'd get CH3-CH2-C(=O)-O-CH2-CH3.

The difference between methanol and ethanol is, essentially, replacing one of the hydrogens (attached to the C attached to the -OH) with -CH3. If you replace another of these hydrogens with another -CH3 group, you have propan-2-ol. So When you're drawing the product of this esterification, you'd just do the same thing.

Spoiler


Does that help at all? I think it's probably better if you work the answer out properly for yourself so you understand it better :smile:
Original post by bl0bf1sh
If you had propanoic acid (CH3CH2COOH) reacting with methanol (CH3OH), you'd get CH3-CH2-C(=O)-O-CH3.
If you had propanoic acid (CH3CH2COOH) reacting with ethanol (CH3CH2OH), you'd get CH3-CH2-C(=O)-O-CH2-CH3.

The difference between methanol and ethanol is, essentially, replacing one of the hydrogens (attached to the C attached to the -OH) with -CH3. If you replace another of these hydrogens with another -CH3 group, you have propan-2-ol. So When you're drawing the product of this esterification, you'd just do the same thing.

Spoiler


Does that help at all? I think it's probably better if you work the answer out properly for yourself so you understand it better :smile:

ah okay, so the name of the product formed (of propan-2-ol and ethanoic acid) would it be called 2-methyl-ethyl-ethanoate ??
Reply 6
Original post by jennaa21
ah okay, so the name of the product formed (of propan-2-ol and ethanoic acid) would it be called 2-methyl-ethyl-ethanoate ??


Pretty much, yes. However:
- remember the rules around hyphens and spaces etc. when naming
- there is a name for this -CH(CH3)2 group: isopropyl; I don't think you are expected to know it though? but cool to know :smile:.

Spoiler


Little wiki link (I'm assuming you've worked out the structure :smile:) with a bunch of names:
https://en.wikipedia.org/wiki/Isopropyl_acetate

Spoiler


If you're interested and have a bunch of time to kill, there's a really good page on wikipedia on organic chemistry nomenclature. https://en.wikipedia.org/wiki/IUPAC_nomenclature_of_organic_chemistry

Spoiler

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