I\'m working on an unknown lab and believe I have a Ketone...melting point was 7
ID: 844039 • Letter: I
Question
I'm working on an unknown lab and believe I have a Ketone...melting point was 77-79C, insoluble in water, bright yellow crystals. the tests I used to determine this were, a positive result with 2,4-DNP (turned orange/red/milky/precipitate looking), Tollen's negative...so its not an aldehyde, Iodoform test (light yellow precipitate chunks floating in a clear yellow solution), negative ferric chloride test (no intense red, blue, green purple color). For the derivative test I did 2,4-dinitrophenylhydrazones, obtained a thick, orange, red (dried it and obtained a melting point of 199-203 C) it was still a little wet/sticky even after drying for a while, and the final test done was semicarbazones which producted a light yellow crystal with a melting point of 228-232C. I also did an ignition test (supposed to produce a yellow soot if positive) mine was negative...and I did the ferrous hydroxide test which produced a red/brown thick liquid. I think I have 3-nitroacetophenone....would any be able to give some feed back? my melting points are a little low on my derivative tests, and my ignition test for aromaticity was negative :S...I'm not sure. Another option was Fluorenone...but I obtained a solid with the semicarbazone test and I haven't seen evidence that you could perform this derivate on Fluorenone.
Thank you for the help.
Explanation / Answer
I'm believe I have the same unknown compound in my lab. I found a bunch of sources with the fluorenone semicarbazone melting point. None of them are the original publication or from a reputable journal.
http://danstelck.weebly.com/uploads/2/4/0/3/24037529/qualitative_ketone_functional_groups_table.pdf
http://www.udel.edu/chem/sametz/322Spring09/labunknowns.pdf
http://www.foothill.edu/psme/armstrong/pdfdocuments/qualunknowns.pdf