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Zinc
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Today I made a few mililiters of CHCl3. It smells very good.
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GhostofUnintentionalChaos
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Has anyone done a "one-pot" oxidation and haloform reaction straight from isopropanol? I realize that yields would go down a bit since the
alcohol:hypochlorite molar ratio would have to be 1:4 instead of 1:3 when acetone is used in place of the alcohol and you end up with more water for
the chloroform to dissolve in.
Any idea what kind of "home-made" stopper I can use for this stuff? I have brown glass, but only some rubber stoppers for them. Someone said earlier
that it will attack cork, and I imagine it can dissolve most plastics, not to mention reacting with metals. I don't have any teflon other than the
white tape, which I know is probably too porous, no?
[Edited on 8-3-2007 by GhostofUnintentionalChaos]
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garage chemist
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I don't think chloroform attacks cork. If corks get attacked, then only from the bleach and not from the chloroform.
It should work with isopropanol and adjusted ratios.
And you should of course always distill the chloroform out of the mix to get good yields, no matter which process you use.
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Veruth
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Hm, I just noticed that the wikipedia article for chloroform claims that it can be produced with bleach and MEK. Is this even possible, or just wrong?
"Sodium hypochlorite solution (bleach) and methyl ethyl ketone (nail-varnish remover) produces chloroform."
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UnintentionalChaos
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That should work just fine. The resulting reaction products should be sodium propionate, sodium hydroxide, and chloroform. Look up "haloform reaction"
which gives you the criteria for the reaction to occur.
Department of Redundancy Department - Now with paperwork!
'In organic synthesis, we call decomposition products "crap", however this is not a IUPAC approved nomenclature.' -Nicodem
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Sauron
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The haloform reaction is a general one for any compound having a methyl group alpha to a carbonyl.
Acetaldehyde, acetone, MEK, MIBK. And so on.
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UnintentionalChaos
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Just how well does PTFE stand up to chloroform? I have recently acquired some heavy duty gas line PTFE tape (can handle Natural Gas under 100PSIG,
propane, butane, naptha, benzene, kerosene, gasoline, and petroleum oils) and have a glass bottle to hold @250ml of CHCl3. It looks just like a
miniature wine bottle (green glass) and has a standard soda bottle screwtop. I took out the little insert in the cap, gave it a triple layer of the
tape, crushed the insert in a vice between wood blocks to bond the tape to itself, and jammed it back into the plastic screwtop. There is a very
obvious dark yellow line where the glass rim compresses the light yellow PTFE tap after being screwed onto the bottle firmly. What kind of shelf life
can I expect before I have to make a new insert, or is PTFE relatively immune to corossion by CHCl3? I have brown screwtop glass bottles as well, but
without PTFE sheeting, I can't make a cap insert.
Department of Redundancy Department - Now with paperwork!
'In organic synthesis, we call decomposition products "crap", however this is not a IUPAC approved nomenclature.' -Nicodem
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not_important
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So long as there isn't a hairline leak it should keep well. Even most halogenated hydrocarbons have little to no effect on PTFE
http://www.kimble-kontes.com/pdfs/solvent_compatibility_2.pd...
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bob000555
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Try mixing your trichloromethane with silver nitrate and see if you get an ungodly explosive. CHCl3 + 3 AgNO3 -> CH(NO3)3 + 3AgCl The silver
chloride is insoluble and will sink to the bottom.
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einstein(not)
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The chlorinated brake cleaner we have locally contains tetrachloroethane. Can this be used in the same way as trichloroethane or does the extra
chlorine render it useless.
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smuv
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Perk -> CHCl3
I have never seen that mentioned. But it may be possible as C2Cl4 + 2 Cl2 <--> 2 CCl4 (this reaction is reversible). Therefore, maybe
hydrochlorination of tetrachloroethylene under the right conditions may yeild a 1:1 mix of carbon tet and chloroform. Although this would be a vapor
phase reaction and probably a tricky one to control at that as industrially neither carbon tet or chloroform are made from ethylene. Although CCl4 is
a byproduct from the manufacture of tetrachloroethylene from 1,2 Dichloroethane.
However from trichloroethylene (electronics cleaner and some degreasers, although it is being phased out) one can make chloroform in
2 steps:
First trichloroethylene is oxidized and rearranged by HClO forming chloral. Chloral can then enter the haloform reaction in the presence of NaOH
yielding chloroform. It is possible that bleach and trichloroethylene will yeild chloroform and sodium formate, although I have never seen both of
these reactions run together.
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C6H6
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Tetrachloroethane is a halogenated solvent, same as chloroform, trichloroethane, etc. However, if I remember correctly it is much more hazardous to
your health. It's classified as very toxic.
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Slimz
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[Edited on 24-9-2007 by Slimz]
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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Slimz
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Cloroform
Ok so following a procedure ifound here, i tried to make this.
I used the same 6% bleach and 100% acetone (denatured)
500ml 6% bleach in a beaker
added 20ml of acetone over about 5 minutes time
stirred for about 10 min
cooled during process in a cool water bath (kept cool with pieces of ice periodicaly)
let stand for about 10-15 min (sorry for the approx times)
when it was all over i had a milky wight to and about 7ml of something on the bottom
i sucked it out with an eyedropper after removing much of the top liquid
the smell of this substance is similar to acetone but sweeter and warmer... was i successful??
[Edited on 27-9-2007 by Slimz]
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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chloric1
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OK slimz don't sniff it because it obviously killed the brain cells that you use to spell words correctly.
Fellow molecular manipulator
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ssdd
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Yes odds are you were successful.
This should have been a clear oil on the bottom.
This process I have done several times successfully, you can probably get away with this in a simpler manner by adding the acetone all at once and not
worrying too much about cooling the reaction.
-ssdd
All that glitters may not be gold, but at least it contains free electrons.
-- John Desmond Baernal
http://deepnorth.info/ |
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The_Davster
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You knew there was a thread on this already, and posted a new thread on the same topic? The other one is perfectly fine, and this is being merged
with it.
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Slimz
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sorry about the thread.. different forums have different expectations... ill know better next time\
i just did it again with 1000ml bleach and about 40ml acetone (added all at once) it bubbled like crazy .. i added a little more acetone after a while
(just to see if i could continue the reaction) about 20ml .. its sitting outside now, but i have not seen separation yet...
No problem. Unlike some forums, we don't mind old threads being resurected, it helps keep valuable information all in one spot -Davster
[Edited on 27-9-2007 by The_Davster]
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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feacetech
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| Quote: | Originally posted by bob000555
Try mixing your trichloromethane with silver nitrate and see if you get an ungodly explosive. CHCl3 + 3 AgNO3 -> CH(NO3)3 + 3AgCl The silver
chloride is insoluble and will sink to the bottom. |
Ungodly tell me more?
How safe is this what sort of reaction conditons are needed, time, temp, mixing, chloroform in excess, gravity feed filtration of AgCl, washing of
product?
The product CH(NO3)3, what are the propities of this, shock sensitve, cap sensitive etc. Storage criteria; dissolved in solvent, safe handling advice,
safe amouunts for first time reaction?
Uses?
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stygian
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Do a search for trinitromethane (also called nitroform). And you should get plenty of information.
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Slimz
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ok this stuff is still not separating... but its still warm.. the last reaction was smaller, do you think this one could just be taking a long time,
or do you think its botched??
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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ssdd
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You may have added too much acetone, usually 20-30 ml is enough for 900ml to react to near completion. I am not sure if this would have any effect.
** Found it chloroform is soluble in acetone so adding too much acetone would cause the small amount of product to dissolve.
Try tipping the reaction vessel to the side a bit to see if the oil sloshes over to the corner, sometimes in large quantities this is needed.
-ssdd
All that glitters may not be gold, but at least it contains free electrons.
-- John Desmond Baernal
http://deepnorth.info/ |
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Slimz
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no i botched it... too much acetone... i winder if i could add mure bleach to react out the rest of the acetone... ???
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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Slimz
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well added bleach and im getting product now... that was definitely an interesting experiment...
Johnny was a chemist’s son, but now he is no more. What Johnny thought was H2O was H2SO4
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feacetech
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| Quote: | Originally posted by stygian
Do a search for trinitromethane (also called nitroform). And you should get plenty of information. |
Chloroform and silver nitrate dosent look like it will make nitroform
Was that fact or guess work
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