DCHAS-L Discussion List Archive

Ellen

I don't know what reading is being referred to here, but I think there
may have been some miscommunication. Sodium hydride will certainly react
with 2-propanol. In fact, it is a good base to use to generate solutions
of alkoxide. The sodium hydride is insoluble, reacting at it's surface
to deprotonate the alcohol and generate the alkoxide.

See for example...
https://www.masterorganicchemistry.com/2014/10/24/the-williamson-ether-synthesis/

Sodium hydride is usually supplied as a dispersion of the solid in
mineral oil to avoid reaction with atmospheric moisture. See the
following for usage...

https://onlinelibrary.wiley.com/doi/10.1002/9780471264194.fos09197.pub4

https://pubs.acs.org/doi/abs/10.1021/op200114t?src=recsys&journalCode=oprdfk

I hope this helps

Dave Lane
Principal
Clavis Technology Development

On 10/10/18 12:39 PM, Ellen M. Sweet wrote:
> Hi everyone,
> I have a researcher who is proposing to make a solution of 2-propanol and sodium hydride.
>>From what I'm reading the NaH will not react with the propanol, but that this needs to be done slowly and under nitrogen.
>
> Any suggestions on what this setup would like and how to add the NaH?
> Thanks in advance.
>
> Ellen
>
> Ellen Sweet
> Laboratory Ventilation Specialist
> Department of Environmental Health and Safety, Cornell University
> American Chemical Society, Division of Chemical Health and Safety
> 315-730-8896
>
>
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