Ozonelabs
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Ozonelabs- Synthesis of Methyl Orange
As always, comments are welcome.
All reagents are available for purchase from us.
Sincere regards,
The Ozonelabs Team
Attachment: Methyl Orange.pdf (210kB)
This file has been downloaded 2119 times
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bfesser
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Yet another excellent writeup from your group. Have you taken the melting point of your isolated solid?
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Ozonelabs
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We would have done, however it decomposes before melting.
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bfesser
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Could you seal a capillary and take the decomp point, at least? Please? 
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Ozonelabs
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Sure, we'll grab an IR spec too.
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Picric-A
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Nice clear write-up on a extremly usefull indicator!
well done!
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Klute
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Very nice! It's always a pleasure to read such report, good organic chemistry!
ANy other color indicators in view? Phenolphtaleine?
\"You can battle with a demon, you can embrace a demon; what the hell can you do with a fucking spiritual computer?\"
-Alice Parr
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Ozonelabs
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We are exploring azo-dyes.
PDF's upcoming are Luminol (Finally!), Oxalyl Chloride and then swern oxidation, Dichloromethyl methyl ether (far future), Vilsmeier Haack
formylation.
[Edited on 28-7-2009 by Ozonelabs]
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pantone159
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A similar reaction should give methyl red, using anthranilic acid instead of sulfanilic acid, unfortunately this is much more a problem to get! The
prep in Vogel also looks more finicky than for methyl orange.
Do you know of any other azo dyes to make with dimethylaniline?
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Ozonelabs
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We have around a kilo of Anthranilic acid- Methyl Red is next on the list.
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Nernst
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Nice clear write-up!
Quote: Originally posted by Ozonelabs  | We are exploring azo-dyes.
PDF's upcoming are Luminol (Finally!), Oxalyl Chloride and then swern oxidation, Dichloromethyl methyl ether (far future), Vilsmeier Haack
formylation.
[Edited on 28-7-2009 by Ozonelabs] |
Maybe you guys can synthesize Tartrazine (E102). I synthesized this compound for a schoolproject. Tartrazine gives beautiful
orange/yellow kristals.
There is already a thread on this component: http://www.sciencemadness.org/talk/viewthread.php?tid=11276
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entropy51
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Thanks! I'm fascinated by dye chemistry, partly because that was the beginning of the entire organic chem industry.
But I don't enjoy the bleach showers I have to take every time I synthesize a dye.
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JohnWW
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I remember synthesizing some methyl orange years ago, in my stage 2 Chemistry (Organic) laboratory class. I am not sure what became of the product.
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a_bab
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Can't wait for luminol/oxalyl chloride.
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Ozonelabs
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The decomp point was 314 C through an open tube.
This was in line with a 99.9% AnalR sample from BDH.
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Magpie
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Here's the results of my synthesis of methyl orange using homemade sulfanilic acid and N,N-dimethylaniline. I followed the procedure of Brewster,
circa 1962. Basis was 5g of sulfanilic acid and 3mL of N,N-dimethylaniline.
I used a 600mL beaker on a magnetic stirrer. The procedure was pretty much the same as that of Ozonelabs except HCl was used instead of acetic acid.
Also, 30g of salt (NaCl) was added to the final mix just prior to crystallizing the product. A 95% ethanol wash was used on the Buchner funnel.
The expected yield was 8-9g per Brewster. My yield was 2.14g, or 22.6%, which is quite disappointing, and without apparent explanation. It seemed
like a lot of the product went right through the Buchner funnel paper.
Pictures taken during the synthesis:
   
The single most important condition for a successful synthesis is good mixing - Nicodem
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