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Topic: The minor product C12H14O3  (Read 2657 times)

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Offline treadlightly

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The minor product C12H14O3
« on: October 02, 2013, 04:03:55 PM »
I have this question from my OChem lab that is supposed to be a challenge question. My instructor said that it is a little out of the scope of my class' understanding, so I thought someone on here could walk me through this problem.

A certain type of oil has 10-percent of a minor component that could be hydrolyzed to produce acetic acid and eugenol. What is the minor component's structure if it has the molecular formula C12H14O3?

Offline Borek

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Re: The minor product C12H14O3
« Reply #1 on: October 02, 2013, 04:40:42 PM »
Start checking formulas for acetic acid and eugenol. What does it mean "hydrolyzes"? What compounds can hydrolyze?
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Offline treadlightly

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Re: The minor product C12H14O3
« Reply #2 on: October 02, 2013, 06:47:31 PM »
The only compound I can think of is water, since you can use it for hydrolysis.
What else am I missing here?

Offline ziqquratu

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Re: The minor product C12H14O3
« Reply #3 on: October 02, 2013, 09:12:49 PM »
You are correct - you do USE water for a hydrolysis reaction, which is needed because in a hydrolysis you ADD water to the molecule that is being hydrolysed - specifically, you add water across a bond, breaking that bond so that one proton (from H2O) ends up attached to one product and the OH attaches to the other product.

As Borek said, look up the structures of eugenol and acetic acid. Can you think of a way to connect them together which would result in water being produced (since you've got the hydrolysed products, you can think backwards - which in this case is a condensation reaction - to try and find the original compound)?

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