Sciencemadness Discussion Board

Dehydration of nitric acid with acetic anhydride

DennyDevHE77 - 20-7-2023 at 01:24

I apologize in advance if this topic has already been discussed here, I could not find it through Google, if anything, just send me this topic, and this one can be deleted.

In general, the question is simple: is it possible to dissolve an excess of acetic anhydride in 70% nitric acid to end up with a mixture of 100% nitric acid, glacial acetic acid and acetic anhydride? I read that the hydrolysis of acetic anhydride to acetic acid takes two weeks. But in the cold. So I decided that it might be possible to hold the mixture for some time in a hot water bath?

I didn’t find such a way anywhere, no one writes about this, so I decided to ask here, because in theory it should work, but nothing is known in practice

Fery - 20-7-2023 at 01:58

There are even nitrations in acetic anhydride - to trap the reaction water so the nitration proceeds in anhydrous environment.
https://pubs.acs.org/doi/pdf/10.1021/ja01553a002
https://pubs.acs.org/doi/pdf/10.1021/ja01553a001
Acetic anhydride is also used to remove water from 70% HClO4 https://www.sciencemadness.org/whisper/viewthread.php?tid=15...

unionised - 20-7-2023 at 14:06

https://www.sciencedirect.com/science/article/abs/pii/S03043...

"Abstract
The adoption of Ac2O/HNO3 mixtures for the nitration of organics or the preparation of nitric esters is not free from some risks of explosion. "

B(a)P - 20-7-2023 at 15:34

Urbanski V1 discusses nitration using acetic anhydride at length if I recall correctly.

AvBaeyer - 20-7-2023 at 17:48

If you mix nitric acid and acetic anhydride you may be in for some excitement per unionised. Look up acetyl nitrate.

AvB