I found this compound in the list of inorganic lithium salts from this article on ScienceDirect.

It is said to be of the sulfonate group. Let's focus on the anion alone.

I'm not sure if it can be bis(difluoromethanesulfonyl)imide because there is already a compound named bis(trifluoromethanesulfonyl)imide / bistriflimide ($\ce{LiN(CF3SO2)2}$). The structure is given on Wikipedia.

I've also seen other compounds like $\ce{LiCF3SO3}$ (lithium trifluoromethanesulfonate / lithium triflate) and $\ce{LiC(SO2CF3)3}$ (lithium tris(trifluoromethanesulfonyl)methide / lithium triflide), but nothing with $\ce{CF2}$.

The sulfonate ions are of the form R−S(=O)2−O−, and the sulfonyl group is of the form R−S(=O)2−R.

The only ways that make sense to me are -CF2-(SO2-O)-(O-SO2)-CF2- and -SO3-CF2-CF2-SO3-, both of which seem to form cyclic amides (the two ends connected to N). But I'm not sure if such a molecule will be valid or how to name them.

Edit: and one more: CF2=(S=O)-O-N-O-(S=O)=CF2. But this seems even more weird.

Edit 2: I would say, since $\ce{SO3^{2-}}$ is sulfonate, and $\ce{SO2}^2-$ is sulfoxyl, contrary to the Wikipedia page, $\ce{LiN(SO2CF3)3}$ would be lithium tris(trifluoromethanesulfoxyl)imide as opposed to lithium tris(trifluoromethanesulfonyl)imide.

That would make $\ce{LiN(CF3SO3)3}$ lithium tris(trifluoromethanesulfonyl)imide. When I Google for it, different sources mention lithium tris(trifluoromethanesulfonyl)imide as $\ce{LiN(CF3SO3)3}$ or $\ce{LiN(CF3SO2)3}$, but I don't see any other names. This is probably due to the short name lithium bistriflimide / lithium triflimide (Li-TFSI).

Edit 2.1: I forgot that sulfonyl group was of the form R-SO2-R'. So maybe Lithium tris(trifluoromethanesulfonyl)imide is correct.

What would be the name of this compound?


1 Answer 1


From the answer by @NicolauSakerNeto to my other related question (Is LiN(CF3SO3)2 is valid, being similar to Lithium Bistriflimide (LiN(CF3SO2)2)?), it seems that the compound is not as popular is it seems from the papers.

He mentioned that the -O-N-O- bridge appears unstable (although I'm unsure why), and the compound would re-arrange itself into something else, which would make sense for $\ce{LiN(CF3SO2)2}$ to form instead.

He suggested that I check the CAS database, and in it, there are only two compounds with the $\ce{CF3SO3}$ backbone and one reference from an obscure patent, while there were more than 14000 compounds with the $\ce{CF3SO2}$ backbone and over 40000 references.

But checking the CAS database is impractically expensive for anyone who does not have a commercial or academic license, so as it stands, we'll just have to rely one someone else with access to the database to check it for us.

Update: I found some compounds with a related structure ($\ce{N(CF3SO3)2}$) by using ChemSpider, with associated CAS numbers, but @NicolauSakerNeto still mentioned that those compounds are suspicious.

But in case the compound was real, it would be named N,N-Bis(trifluoromethylsulfonyloxy)amide. Again, this compound may not be a valid one.

  • $\begingroup$ You know, by mentioning you should be careful with deleting, I didn't mean you should undelete it? Well, making this extended comment, that doesn't answer it,also wasn't a good idea :( $\endgroup$
    – Mithoron
    Feb 23 at 21:05
  • $\begingroup$ @Mithoron I read about the guidelines and it said deletes count towards mistakes and you should focus on fixing the question. So I thought it'll be best to provide the answer I was expecting to my doubt. $\endgroup$ Feb 23 at 21:55

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