Sciencemadness Discussion Board

Regarding Dye Synthesis

Always_Victory - 20-4-2007 at 10:09

I am a chemical engineering student from india. Recently i am working on the synthesis
of Solvent yellow-2 ( Aniline -----> N,N dimethylAniline).

I start with aniline diazotisation as usual and then add it to the hydrochloride of DMA and raise the pH with the sodium acetate.

My observation is when i rise the pH to 4-4.5 the aniline diazo stays heavy positive on spot test cutting with H acid soln.

i have stirred the above content for more than 8 hours at 5 deg C.

I have also tried using sodium carbonate, mixing DMA soln in acetic acid to Aniline diazo etc.

But i havent been able to successfully complete coupling and get bright powder.

where am i going wrong ?

i shall be really thankful for help.

Sauron - 21-4-2007 at 07:29

Whose procedure for this classical diazo coupling are you attempting to replicate?

Did you search the lit. to see some variations on conditions?

If not that may be helpful.

Always_Victory - 21-4-2007 at 09:23

i am not replicating any procedure since i have none. Also

in the C.I.Book i have there is no US or any country patent

number mentioned so i guess its not patented.

BIOS Report number are given which i cant find anywhere.

I am just utilizing my theoretical knowledge and applying

it on practical basis.

the problem is if i keep on stirring the mixture the aniline

diazo will decompose at certain stage. assuming 20% diazo

gets decompose then DMA will be left unreacted. and the

Powder appearance will suffer.

i wanted to know at which pH the reaction goes to completion?

and also the pH rise should be done with sodium acetate,

sodium carbonate,calcium carbonate,caustic soda?