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Q: science/chemistry ( No Answer,   6 Comments )
Question  
Subject: science/chemistry
Category: Science > Chemistry
Asked by: chanard-ga
List Price: $5.00
Posted: 11 Jul 2002 15:56 PDT
Expires: 10 Aug 2002 15:56 PDT
Question ID: 38650
what is allyl chlorophenyl carbonate and what are its uses?
Answer  
There is no answer at this time.

Comments  
Subject: Re: science/chemistry
From: alienintelligence-ga on 11 Jul 2002 22:05 PDT
 
Very interesting...
Allyl Carbonate: [Plastic]
-Less than half the weight of glass
-Bright surfaces and light transmissions close to
optical glass
-Refractive index close to that of crown glass
-High impact strength
-Remarkable abrasion resistance ( approximately 20
times that of acrylic )
-Resistance to pitting from hot metal sparks, 30 - 40
times higher than glass and other plastics
-Excellent resistance to acids, alkalis and to all
solvents including aliphatic and aromatic hydrocarbons
-Easy surface dying
-Better scratch resistance than hard coated plastics
-Resistance to distortion by temperatures up to 130°
C, a temperature at which acrylic resins are melted
-U.V. absorbers can be added to help protect LCD
displays in strong sunlight

Where does the Chlorophenyl come in? Is it some
kinda alien artifact ;-)

-AI

* I'm still looking, btw
Subject: Re: science/chemistry
From: alienintelligence-ga on 11 Jul 2002 22:29 PDT
 
Most of the chlorophenyl carbonates I
find are connected to hydrocarbons:
methane, butane, etc.

Is that the way it was written? Any
numbers or brackets or parenthesis?

-AI
Subject: Re: science/chemistry
From: nannyogg-ga on 13 Jul 2002 09:41 PDT
 
Allyl Chloro Carbonate:
I searched extensively through several chemical datbases, but this
threw up no responses. This doesn't necessarliy mean the chemical does
not exist, but that there just happens to be little accessible
information on it. I searched for similar chemicals:-
Allyl Chorocarbonate- A colourless liquid, flammable and corrosive,
used as an intermediate in the manufacture of numerous compounds, and
in the manufacture of optical lenses.
Chlorophenyl Chemicals - These sound particularly nasty; They're
dioxins, and can be found in weedkillers, pesticides, herbicides....If
it kills something, you'll find this stuff in it!
Since the original chemical remains undefinable, I'm left with pure
speculation, but this stuff sounds pretty poisonous and unpleasant. I
wouldn't be surprised to find it in some top secret cache of chemical
weapons somewhere....:-)
Great question!
Subject: Re: science/chemistry
From: alienintelligence-ga on 13 Jul 2002 15:03 PDT
 
I'm thinking it's a plastic of some 
sort, considering the Allyl Carbonate
part. The Chlorophenyl part, Could be
an additive to achieve a certain 
property. It reminds me of chlorophyl,
so maybe it's an agent used for filtering
of light.

Aren't most plastics poisonous when
fuming?

-AI
Subject: Re: science/chemistry
From: robmoon-ga on 18 Jul 2002 15:07 PDT
 
Just a point about the meaning of the Chlorophenyl part. This probably
has nothing to do with chlorophyll. Chlorophenyl means that the
chemical has a group attached to it composing an aromatic ring
(benzine- A ring of 6 carbon atoms with alternate single and double
bonds and a delocalised Pi orbital)and also a chlorine group attached
to it(replacing one of the hydrogens on the ring). This is probably a
derivative (with the added chlorophenyl group) of Allyl Carbonate as
has already been suggested. It has nothing to do with chlorophyll
(doesnt contain chlorine!) which instead derived its name from Greek
rather than its chemical formula.
Subject: Re: science/chemistry
From: jlchem-ga on 27 Jul 2002 00:03 PDT
 
The structure is closely related to plain old allyl carbonate, so it
is almost definitely a more sterically hindered way of protecting the
carboxyl group in synthetic organic chemistry.

To protect the group:

Allyl chlorophenyl carbonate, THF, DMAP

To deprotect:

Me2CuLi, Et2O, 0 degrees C, 1 hr; neutralize with aqueous acid

For more information see:

K Takeda, A. Akiyama, Y. Konda, H. Takayanagi, and Y. Harigaya,
Tetrahedron Letters, 36, 113 (1995)

Enjoy

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