[redfox]

I have thiophene and at c3 is mercury attached. Actually, it will be in different positions depending on the solvent used. I need to replace mercury with iodine as it should work in the same manner.
How would I go about replacing it? Also, how can it be tested to make sure iodine and mercury enter at the same place as NMR spectroscopy can't detect mercury. It's almost impossible to analyse...

The main aim I have for the immediate future is making 3-trimethylsilylthiophene. I have no idea how to do this.

Does anyone know good books/sites I can look at to research this further? My long term goal is to create long chain polythiophenes for thin films...promising precursors for moving pics on paper! But that's a long way off...

Ta:) 

[PRIYA1022]

   I have worked with some thiophenes, and 3-bromothiophene was one of them.
Please check Heterocycles, 55(, 1475-1486; 2001
and Synthetic Communications, 23(9), 1235-8; 1993.
To make your compound ie 3-trimethylsilylthiophene, you can start with the commercially available 3-bromothiophene.
 By the way,don't you think your route has extra steps ? and to get rid of mercury is quite a task?

[PRIYA1022]

Thats Heterocycles 55(vol ..
(Dont know how I got the face beside 55)

[PRIYA1022]

Is volume EIGHT.

[redfox]

Haha thanks:)
Yes there are definitely more steps involved, I just listed what I thought should be listed, but am starting this from scratch. I've never done anything like it before!
I have no idea how to remove the mercury, but somehow it will be replaced with iodine. It's supposed to enter at the same place, but how anyone can be sure of that, as mercury can't be detected by NMR spectroscopy, is beyond me...

Ta for advice tho!

[sjb]

I have no idea how to remove the mercury, but somehow it will be replaced with iodine. It's supposed to enter at the same place, but how anyone can be sure of that, as mercury can't be detected by NMR spectroscopy, is beyond me...

Ta for advice tho!

You can do mercury NMR, but things are quite a bit less sensitive than its proton cousin.  See eg http://drx.ch.huji.ac.il/nmr/techniques/1d/row6/hg.html or http://www.chem.wisc.edu/areas/reich/Handouts/nmr/NMR-Biblio.htm#Mercury

(but I don't envy you looking for standards etc)


edit (sorry, didn't see movies's note in msg66390, this says more or less the same thing)

S

[kiwi]

maybe i've missed something here, but why do you need to detect the mercury at all? you'll be able to assign which isomers you have by 1H NMR, simply collect a 1D and analyse the remaining signals: