I'm new here, and in desperate need of some help.
I have carried out the following reactions:
Phenanthrene-9,10-dione in water with potassium hydroxide 80*C for 2 hours, then acid work up, to give a product with molecular formula C14H10O3. From the NMR's this compound is still symmetric, there is a H singlet at 7.19, and with the IR I suspect that there is a carboxylic acid. Can anyone identify this product? or have a good guess providing there is a mechanism that supports the guess?
I then tried to oxidise this product back to Phenanthrene-9,10-dione using chromic acid, but I got another new compound. It is also symmetric, and the C-13 NMR shows that one quaternary carbon have moved downfield to 190ppm, there is a new H singlet at 1.41ppm.
This is an investigation project set to me but you will not be simpily "doing my work for me" since none of the staff in my department can answer this.
If you need any information please email me, or reply and i'll get it up here ASAP.