Centralite (
empirical formula
In chemistry, the empirical formula of a chemical compound is the simplest whole number ratio of atoms present in a compound. A simple example of this concept is that the empirical formula of sulfur monoxide, or SO, would simply be SO, as is t ...
: C
17H
20N
2O) is a
gunshot residue also known as ethyl centralite. Its
IUPAC name
In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for cho ...
is 1,3-diethyl-1,3-diphenylurea. Ethyl centralite is insoluble in
water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as ...
, but is soluble in
acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour.
Acetone is miscible wi ...
,
ethanol
Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a h ...
and
benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen ato ...
. It is mainly used as a
burning rate moderator and stabilizer for
smokeless powder
Finnish smokeless powderSmokeless powder is a type of propellant used in firearms and artillery that produces less smoke and less fouling when fired compared to gunpowder ("black powder"). The combustion products are mainly gaseous, compared to ...
, and also a
plasticizer
A plasticizer ( UK: plasticiser) is a substance that is added to a material to make it softer and more flexible, to increase its plasticity, to decrease its viscosity, and/or to decrease friction during its handling in manufacture.
Plasticiz ...
for
celluloid
Celluloids are a class of materials produced by mixing nitrocellulose and camphor, often with added dyes and other agents. Once much more common for its use as photographic film before the advent of safer methods, celluloid's common contemporar ...
.
Naming
Synonyms
Bis(''N''-ethyl-''N''-phenyl)urea; Carbamite; Centralit; Centralite; Centralite1; Centralite 1; Centralite-1; Centralite I; ''N'',''N''′-Diethylcarbanilide; Diethyldiphenylharnstoff; ''N'',''N''′-Diethyl-''N''′-diphenyl-L-harnstoff; 1,3-Diethyl-1,3-diphenylharnstoff; Diethyldiphenylurea; 1,3-Diethyldiphenylurea; 1,3-Diethyl-1,3-diphenylurea; ''s''-Diethyldiphenylurea; ''sym''-Diethyldiphenylurea; ''N'',''N''′-Diphenyl-''N'',''N''′-diethylharnstoff; ''N'',''N''′-Diphenyl-''N'',''N''′-diethylurea; Ethylcentralit; Ethylcentralite; Ethyl centralite; USAF EK-1047; Zentralit.
The term "Centralite" was originally applied to dimethyldiphenylurea developed about 1906 at the German Central War Laboratory ''Zentralstelle für wissenschaftlich-technische Untersuchungen'' in Neubabelsberg as a deterrent coating for
smokeless powder
Finnish smokeless powderSmokeless powder is a type of propellant used in firearms and artillery that produces less smoke and less fouling when fired compared to gunpowder ("black powder"). The combustion products are mainly gaseous, compared to ...
in military rifle cartridges. Thereafter, all hydrocarbon-substituted symmetrical diphenyl urea compounds used as smokeless powder deterrents (or moderants) were called centralites after the laboratory. The preferred ethyl centralite became known as Centralite No. 1 and the original methyl centralite was identified as Centralite No. 2. Butyl centralite was also used as a celluloid plasticizer.
Its reaction history is considerably more complicated than that of
diphenylurea. Ending up with nitrated
aniline
Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile start ...
s, the methyl analog centralite-2 or sym-dimethyldiphenylurea is also known and is used somewhat abroad. The centralite are considered to be somewhat less effective as stabilizers than
2-nitrodiphenylamine
2-Nitrodiphenylamine, also called NDPA, 2-NDPA, 2NO2DPA, Sudan Yellow 1339, C.I. 10335, CI 10335, phenyl 2-nitrophenylamine, 2-nitro-N-phenylaniline, or N-phenyl-''o''-nitroaniline, is an organic chemical, a nitrated aromatic amine, a derivate of ...
, but they are also quite good
plasticizer
A plasticizer ( UK: plasticiser) is a substance that is added to a material to make it softer and more flexible, to increase its plasticity, to decrease its viscosity, and/or to decrease friction during its handling in manufacture.
Plasticiz ...
s. When found in propellants they are frequently used at higher fractions than the
diphenylamines to take advantage of their plasticizing properties.
References
{{reflist
External links
Fine Chemicals & Intermediates : Ethyl Centralite
Ureas
Plasticizers