[Babcock_Hall]

I was looking at some GC/MS data on testosterone and deuterated testosterone.  It seems as if by MW, testosterone gains two heptafluorobutyryl groups.  Besides an alcohol, it has an unsaturated ketone.  Does this enolize to account for the second HFB group?

[Babcock_Hall]

Just to give my question some more context, I am not presently using HFBA or studying testosterone.  Instead, I am teaching the method of isotope dilution on a very basic level, and I was planning to use testosterone as an example, inasmuch as it appears in a textbook I consulted and also in one paper I found.  However, I am not sure how to approach the one curious fact of there being two HFB groups.  There is one hydroxyl group on testosterone, which is distant from the unsaturated ketone.