kazaa81
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Trichloroethane (Trieline)
Hallo to all,
I've bought some trieline (common solvent for dry washing), which is also called trichloroethane, if i'm right and seem to be strangely 98%+
pure.
What it can be used for, except solvent extractions?
Thanks at all for help
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solo
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Mood: ....getting old and drowning in a sea of knowledge
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| Quote: |
1,1,1-Trichloroethane is used mainly in metal cleaning/
degreasing and as a solvent in various formulations, including
adhesives, paints, varnishes, inks, dry cleaning agents, and
typewriter correction fluids. It is also utilized as a solvent in
aerosols, and it can be used as an additive to raise the flash point
of many flammable solvents. 1,1,1-Trichloroethane also finds uses as
a coolant and lubricant in metal cutting oils, as a solvent in textile
dyeing, for cleaning plastic moulds, and as a developer for printed
circuit boards.
Formerly, 1,1,1-trichloroethane was used as a solvent for various
insecticides, and, together with ethylene gas, for degreasing citrus
fruits and post-harvest fumigation of strawberries.
1,1,1-Trichloroethane is also a chemical intermediate in the
production of vinylidene chloride. In the USA, this accounts for 23%
of the total consumption of 1,1,1-trichloroethane, but this use
appears to represent only 5-10% of the production elsewhere.
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.......source,
http://www.inchem.org/documents/ehc/ehc/ehc136.htm
It's better to die on your feet, than live on your knees....Emiliano Zapata.
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trilobite
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According to Google "trieline" appears to be 1,1,2-trichloroethene aka trichloroethylene rather than 1,1,1-trichloroethane aka methyl
chloroform. The numbering in the name is practically idiosyncratic since there is only one trichloroethene. Uses have been discussed already, try the
search.
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kazaa81
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I've heard that trieline (or trichloroethylene) react with conc. H2SO4 to produce mono-chloroacetic acid.
This seems interesting to me....if it's all straight as this, try is a must! Does anyone know more about this?
Here is some data about trichloroethylene:
Trichloroethylene (trieline)
Cl2C=CHCl
C2HCl3
Mol. 131,39 g/mol
Density 1,462 g/cm3 at 20°C
Sol. less sol. in H2O, high sol. in alcohol, ether
M.P -88°C
B.P 87°C
Thanks all for help!
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Polverone
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Ullmann's says:
| Quote: | Equal amounts of trichloroethylene and 75% sulfuric acid are reacted at 130 – 140 °C in a continuous process so that with complete
trichloroethylene conversion, the resultant reaction mixture contains about 50 % chloroacetic acid and 1 – 2 % water. This blend is vacuum distilled
to give pure chloroacetic acid. During this process the vapors are washed with water, which is returned to the sulfuric acid as a diluent. The
resultant hydrogen chloride gas is washed with the fresh trichloroethylene and then purified by freezing and absorbing in water. Trichloroethylene
(1500 – 1850 kg) and H2SO4 (600 kg, 95 %) gives 1000 kg of finished product and 700 – 750 kg of HCl gas as byproduct.
The trichloroethylene method produces highly pure chloroacetic acid free of di- or trichloroacetic acid. |
The problem is that trichloroethylene boils well below 130 C, so it's not as simple as mixing the two liquids and heating. I have seen a patent
that suggests heating the sulfuric acid and then introducing trichloroethylene vapor, which should remove the need for a pressure vessel.
Alternatively, there is a more roundabout way that involves reacting trichloroethylene with sodium ethoxide to form alpha-beta dichlorovinyl ether,
which can then easily be reacted with water to form chloroacetic acid or with a variety of alcohols, acids, and phenols to form other products. See
the end of http://www.sciencemadness.org/talk/viewthread.php?tid=35 for discussion of this method.
Drawbacks of this method include the creation of this highly reactive (and probably unhealthy) dichlorovinyl ether, the need for preparing sodium
ethoxide (which can admittedly be done with NaOH and ethanol, no sodium needed), the vigor of the reaction between sodium ethoxide and TCE, and the
possibility that if the reaction is carried out improperly you will end up making the poisonous and spontaneously flammable dichloroacetylene (this is
the common product of strong aqueous bases on trichloroethylene).
PGP Key and corresponding e-mail address
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