Re: C3O2



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Topic: Science > Physics
User: "hanson"
Date: 12 Sep 2005 12:24:08 PM
Object: Re: C3O2
"Dirk Bruere at Neopax" <dirk.bruere@gmail.com> wrote in message
news:3ol5buF68f1uU2@individual.net...

muha wrote:

C3O2 is an unstable tear-gas and pretty unpleasant-to work with.
There was a review on synthetic aplications of suboxide.
It behaves much like ketene.

[hanson]
CH2=CO is made in the Ketene lamp, with/by passing Acetone
vapors over a glowing Tungsten filament: Me2CO--> CH2=CO + CH4


Dirk wrote:
Any uses for the polymers?
The thing I read said that they were 'highly coloured', which suggests
interesting physical properties.

[hanson]
C3O2 ---> O=C=C=C=O aka Carbon suboxide, a diketene.
C3O2 is made by heating Malonic acid with P2O5. It hydrolyizes:
O=C=C=C=O + H2O ---> CH2<(CO)2>O aka Malonic anhydride
CH2<(CO)2>O + H2O ---> CH2<(COOH)2 aka Malonic acid.
AFA polymers of O=C=C=C=O, .... play with the formula and
see what cyclic / aromatic compounds you can draw and if you
can construct multiple conjugated double-bond compounds
then that is the reason for the color. Some (C3O2)x poly stuff
is said to be of a bright orange color. AFA stability, like others
have pointed out, probably not very good, otherwise practical
applications would have evolved from/for such a brightly colored
chemical org. pigment. C3O2 has been known for ~ 200 years.
There was also work done on C3O2 adducts onto Graphite for
potential/hoped for organic el. conductor applications: reason
again, the conjugated double-bonds. This eventually lead to and
was supplanted by the Polyacetylene/aniline/oxy products.
There's still a lot of work going on in basic Carbon chemistry.
One of the more interesting ones is/was the reaction of C3O2
with CuC2 (the highly brisant and sensitive) Copper acetylide in
uses for electrically initiating the detonation of missile warheads.
hanson
.


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