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Topic: Acetone to deuterated acetone  (Read 2856 times)

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Offline Altered State

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Acetone to deuterated acetone
« on: December 15, 2013, 08:45:07 PM »
Does this work?

Acetone ---(D2O/NaOH)---> Hexadeuterated acetone

If not, any other way to obtain deuterated acetone using only D2O, LiAlD4 or D2 as deuterium source?

Offline Archer

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Re: Acetone to deuterated acetone
« Reply #1 on: December 16, 2013, 03:14:30 AM »
What you have suggested would work but you would get self conensation products too.

I am not familiar with the actual process used but a weaker base may be employed (Na2CO3 for example.
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Offline Enthalpy

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Re: Acetone to deuterated acetone
« Reply #2 on: December 19, 2013, 07:34:39 PM »
You should give a thought at:
- What proportion of 1H you accept in the desired product
- What proportion of 1H this implies in the D2O at the end of the exchange
- Consequently, what amount of D2O reactant you need, to throw it away when it's 1% or 0.1% used.

The result uses to be devastating. Typically, if you accept 1% 1H in your product, you must discard the D2O before it contains 1% 1H, hence consume 100 times too much D2O.

You might get inspiration from that other thread:
http://www.chemicalforums.com/index.php?topic=70989
try to synthesize acetone and have from the beginning pure deuterium everywhere?
Have something like CBr3-CO-CBr3 as an intermediate step? Recycle DBr.
Use a kind of COX2 (yuk cough cough) and CD4 as reactants?
Well, you chemists can tell that better.

To the very least, if you stick to exchanging H and D between acetone and water, you should do it with successive pots of increasing concentration, as inspired by this:
http://www.chemicalforums.com/index.php?topic=68477.msg253833#msg253833
that will reduce the unreasonable consumption of D2O.

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