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Author: Subject: Malathion isolation
numos
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[*] posted on 10-3-2014 at 19:11
Malathion isolation


I found some old bottles of insecticide in my garage that had 50% malathion.

Any useful or interesting I could do with it? Isolate it would be a start...

It is a liquid solution.
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thesmug
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[*] posted on 10-3-2014 at 19:18


Distillation or solvent extraction (though I doubt solv. ext. would be very easy). Be careful since it's a skin sensitizer.
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numos
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[*] posted on 10-3-2014 at 19:30


Any idea what temp. I should distill at? Also would the receiving
flask have the Malathion, or the boiling flask?

Sorry for my lack of knowledge in organics, I have not taken an organic chem class yet, and I hate to see good chemical go unused...

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DraconicAcid
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[*] posted on 10-3-2014 at 19:33


Quote: Originally posted by numos  
Any idea what temp. I should distill at? Also would the receiving
flask have the Malathion, or the boiling flask?

Sorry for my lack of knowledge in organics, I have not taken an organic chem class yet, and I hate to see good chemical go unused...



http://en.wikipedia.org/wiki/Malathion

It has a boiling point of 157 oC at very low pressure- you wouldn't be distilling it so much as boiling off the solvent.

The structure doesn't strike me as something one can do much interesting with.




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Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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numos
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[*] posted on 10-3-2014 at 19:50


So I could boil off the solvent until the temperature rises, then switch out a fresh receiving flask and collect the Malathion?

I'm adding a picture of the bottle, maybe it will spark enlightenment.

front.jpg - 134kB back.jpg - 206kB
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DraconicAcid
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[*] posted on 10-3-2014 at 19:53


Quote: Originally posted by numos  
So I could boil off the solvent until the temperature rises, then switch out a fresh receiving flask and collect the Malathion?

I'm adding a picture of the bottle, maybe it will spark enlightenment.



If it boils at 157oC at 0.7 mmHg, it's likely not going to boil at ordinary pressure until it's hot enough to decompose.




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numos
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[*] posted on 10-3-2014 at 20:00


Oh I see what you mean. Well I'm going to keep looking for this, but it seems like a lot of effort to get something useless - a destructive chemical even. Thanks for the help though!
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thesmug
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[*] posted on 10-3-2014 at 21:29


Quote: Originally posted by numos  
Oh I see what you mean. Well I'm going to keep looking for this, but it seems like a lot of effort to get something useless - a destructive chemical even. Thanks for the help though!

Well don't give up! You can do a vacuum filtration very easily.
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[*] posted on 14-3-2014 at 09:45


"Heating malathion may also lead to the formation of isomalathion, which is a potent AChE inhibitor"
from here:
http://npic.orst.edu/factsheets/malatech.html

Maybe a little more research is required before tossing it on the burner.
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thesmug
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[*] posted on 14-3-2014 at 14:09


Quote: Originally posted by lavenatti  
"Heating malathion may also lead to the formation of isomalathion, which is a potent AChE inhibitor"
from here:
http://npic.orst.edu/factsheets/malatech.html

Maybe a little more research is required before tossing it on the burner.

Yikes! OP, completely ignore my suggestion of distillation. Unless you like the effects of sarin...
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numos
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[*] posted on 14-3-2014 at 14:31


Quote: Originally posted by thesmug  

Yikes! OP, completely ignore my suggestion of distillation. Unless you like the effects of sarin...


Sarin? How could that happen? I thought Sarin had a Fluorine atom. Unless the other 50% of inactive ingredients has a Fluorine donor. It is an organophosphate so similar effects to Sarin can be expected...? :o

Apparently Sarin breaks down into isopropyl methylphosphonic acid (IMPA) in the presence of NaOH, can I expect something similar if I added NaOH to Malathion?

Edit: This is all theoretical btw, I have no intention of trying this as this is a very old bottle, at the time you could probably buy Arsenic based pesticides OTC, so who knows what kind of other crap is in the remaining 50%.

[Edited on 3-14-2014 by numos]
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[*] posted on 14-3-2014 at 15:33


Quote: Originally posted by numos  
Quote: Originally posted by thesmug  

Yikes! OP, completely ignore my suggestion of distillation. Unless you like the effects of sarin...


Sarin? How could that happen? I thought Sarin had a Fluorine atom. Unless the other 50% of inactive ingredients has a Fluorine donor. It is an organophosphate so similar effects to Sarin can be expected...? :o

Apparently Sarin breaks down into isopropyl methylphosphonic acid (IMPA) in the presence of NaOH, can I expect something similar if I added NaOH to Malathion?

Edit: This is all theoretical btw, I have no intention of trying this as this is a very old bottle, at the time you could probably buy Arsenic based pesticides OTC, so who knows what kind of other crap is in the remaining 50%.

[Edited on 3-14-2014 by numos]

It was a bit vague, sorry about that. Sarin is an AChE inhibitor, like isomalathion. It simply has the same effects, it is in no way related to sarin [edit]: After figuring all of the below out, I guess it is actually very related to sarin.. As for the NaOH question, it looks like something similar would happen. Judging by the reaction product from sarin (image 1), which is notably similar to the structure of malathion (image 2), the product of the malathion reaction would (theoretically) look like image 3.


But that's purely theoretical. I have no idea what would actually happen. Stay safe

[Edited on 3/15/14 by thesmug]

[Edited on 3/15/14 by thesmug]
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