Sciencemadness Discussion Board

production of tetrachloroethylene

sackville - 21-11-2007 at 04:42

did anybody make a study of that topic?
can you show me some articles about the production?
thx

solo - 21-11-2007 at 07:25

Preparation of Tetrachlorethylene
H. B. Weiser and G. E. Wightman
J. Phys. Chem., 1919, 23, (6), pp 415–439



Excerpt
“I prepared this chloride of carbon (CZCl4) according
to Faraday’s method by passing the vapors of carbon tetra-
chloride through a glass tube filled with fragments of glass
and heated to redness. A large amount of chlorine is liberated
and a liquid condensed which is the chloride C2C14, colored
yellow by the dissolved chlorine. This liquid is far from
being pure. It contains a large amount of CC1, undecom-
posed by the action of heat or which is reformed in the cooler
portions of the apparatus. One can decompose a part of
the remaining CC1, by passing the materials through the tube
again and again, but not all of it can be decomposed in this
way. The liquid is shaken with mercury to absorb the free
chlorine and is then distilled under a low pressure and as low
a temperature as possible.”

Attachment: Preparation of Tetrachlorethylene.pdf (1.3MB)
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sackville - 25-11-2007 at 02:59

thank you very much

smuv - 26-11-2007 at 13:07

There are many ways of producing tetrachloroethylene

from trichloroethylene
CHCl:CCl2 + Cl2 --> CHCl2 CCl3
CHCl2 CCl3 --> CCl2 :CCl2 + HCl

from 1,2-dichloropropane
CH3 CHClCH2 Cl + 7 Cl2 --> CCl2 :CCl2 + CCl4 + 6 HCl

Temp of above is 600-700c. A little hexachlorobenzene is also formed.

from hexachloroethane
C2 Cl6 <--> C2 Cl4 + Cl2
(this was Faraday's method)

from dichloroethane
CH2 ClCH2 Cl + 3 Cl2 --> CCl2 :CCl2 + 4 HCl

This process had me scratching my head for a minute; I think it is easier to understand displayed as this (my hunch as to how it proceeds).

CH2 ClCH2 Cl + 3 Cl2 --> CCl2 HCCl3 + 3HCl
CHCl2 CCl3 --> CCl2 :CCl2 + HCl

MagicJigPipe - 26-11-2007 at 16:38

I saw a gun cleaning solvent the other day whose main ingredient was "perchloroethylene" which is just another name for "TCE?". Also, isn't it used in dry cleaning?

[Edited on 26-11-2007 by MagicJigPipe]

smuv - 26-11-2007 at 19:17

yeah...actually per/tetrachloroethylene are commonly used as degreasing solvents. If you go to an automotive store and look for a brake cleaner that has no warning about flammability, after reading the label you will find it contains Tetrachloroethylene 90% of the time (in the past, a lot more contained trichloroethylene).

Sauron - 27-11-2007 at 08:50

Tric = 1,1,1-trichloroethane Cl3C-CH3

Tetrachloroethylene is unsaturated and symmetrical

Cl2C=CCl2

smuv - 27-11-2007 at 13:07

I'm confused Sauron why are you mentioning 1,1,1-trichloroethane?

MagicJigPipe - 27-11-2007 at 18:35

EDIT, made a stupid mistake on this post....

[Edited on 27-11-2007 by MagicJigPipe]

Sauron - 27-11-2007 at 19:50

Just because people were using the industrial terms like perc, I figured best to clarify what is what. Perc and tric are often mentioned together.

Perc= tetrachloroethylene, rather bad nomenclature but better than perchloroethylene. Proper term is tetrachloroethene. Not necessary to number the chlorines as there are only 4 hydrogens to replace.