Ethyl centralite is an
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
. Its chemical name is 1,3-diethyl-1,3-diphenylurea. The molecular formula of ethyl centralite is . This compound has important uses in industry and forensics. The structure of ethyl centralite includes two phenyl groups (aromatic rings) attached to a central urea group. There are also ethyl groups (–C₂H₅) bound to the nitrogen atoms of the urea. This structure gives ethyl centralite its special chemical properties.
Ethyl centralite is an important part of
gunshot residue
Gunshot residue (GSR), also known as cartridge discharge residue (CDR), gunfire residue (GFR), or firearm discharge residue (FDR), consists of all of the particles that are expelled from the muzzle of a gun following the discharge of a bullet. ...
(GSR). When a gun is fired, the chemical reactions from the burning of the
propellant
A propellant (or propellent) is a mass that is expelled or expanded in such a way as to create a thrust or another motive force in accordance with Newton's third law of motion, and "propel" a vehicle, projectile, or fluid payload. In vehicle ...
leave behind tiny particles called gunshot residue. Ethyl centralite is one of the compounds found in GSR. It serves as an indicator in forensic investigations. Ethyl centralite helps determine if a
firearm
A firearm is any type of gun that uses an explosive charge and is designed to be readily carried and operated by an individual. The term is legally defined further in different countries (see legal definitions).
The first firearms originate ...
was recently fired. Ethyl centralite is widely used in various industries. Its main use is in the production of
smokeless powder
Finnish smokeless powder
Smokeless powder is a type of propellant used in firearms and artillery that produces less smoke and less fouling when fired compared to black powder. Because of their similar use, both the original black powder formula ...
. In this use, it acts as a burning rate moderator and stabilizer. These functions are important for the controlled and consistent ignition of propellants. This is essential for the safety and effectiveness of ammunition. Ethyl centralite is also used as 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.
Plasticizer ...
in the manufacturing of
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 present-day ...
and enhances the flexibility and durability of the material.
History
In the 19th century chemists identified that nitrocellulose can destroy itself with the help of nitrogen oxides separating from it at storage, and tried to find bases which might capture those oxides. Urea has been used for stabilizing
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 present-day ...
in the 19th century (and even in early American military powders), but like other water-soluble bases, it also attacks nitrocellulose, so German chemists substituted hydrogen atoms with nonpolar organic radicals to diminish this effect.
Naming
The term "Centralite" was originally applied to dimethyldiphenylurea developed about 1906 at the German private military-industrial laboratory (Center for Scientific-Technical Research) in
Neubabelsberg as a deterrent coating for
smokeless powder
Finnish smokeless powder
Smokeless powder is a type of propellant used in firearms and artillery that produces less smoke and less fouling when fired compared to black powder. Because of their similar use, both the original black powder formula ...
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.
Comparison with analogs
Compared to
diphenylurea
1,3-Diphenylurea is a phenylurea-type compound with the formula (PhNH)2CO (Ph = C6H5). It is a colorless solid that is prepared by transamidation of urea with aniline.
DPU is a cytokinin
Cytokinins (CK) are a class of plant hormones that pro ...
, it has a far more convoluted reaction history. Finally, nitrated
anilines are produced. Centralite-2, also known as sym-dimethyldiphenylurea, is a
methyl
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula (whereas normal methane has the formula ). In formulas, the group is often abbreviated as ...
analog that is moderately utilized overseas. Though they are likewise excellent
plasticizers
A plasticizer (British English, UK: plasticiser) is a substance that is added to a material to make it softer and more flexible, to increase its plasticity (physics), plasticity, to decrease its viscosity, and/or to decrease friction during its ...
, centralites are thought to be a little less effective stabilizer than 2-
nitrodiphenylamine. To benefit from their plasticizing qualities, they are commonly employed in propellants at higher fractions than
diphenylamines.
Synthesis
Ethyl centralite is also known as 1,3-diethyl-1,3-diphenylurea. It is synthesized through a
chemical reaction
A chemical reaction is a process that leads to the chemistry, chemical transformation of one set of chemical substances to another. When chemical reactions occur, the atoms are rearranged and the reaction is accompanied by an Gibbs free energy, ...
. This reaction involves the
condensation
Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...
of
aniline
Aniline (From , meaning ' indigo shrub', and ''-ine'' indicating a derived substance) is an organic compound with the formula . Consisting of a phenyl group () attached to an amino group (), aniline is the simplest aromatic amine. It is an in ...
(C₆H₅NH₂) with
ethyl isocyanate
Ethyl may refer to:
Arts and entertainment
*Ethyl Sinclair, a character in the ''Dinosaurs'' television show
Science and technology
* Ethyl group, an organic chemistry moiety
* Ethyl alcohol (or ethanol)
* Ethyl Corporation, a fuel additive c ...
(C₂H₅NCO). The reaction typically occurs under controlled conditions. In this reaction, aniline reacts with ethyl isocyanate. This forms ethyl centralite through the formation of urea linkages.
The general reaction can be represented as follows:
:
In this reaction, aniline () serves as the
aromatic amine
In organic chemistry, an aromatic amine is an organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be a ...
and ethyl isocyanate () is the isocyanate compound that reacts with the
amine groups.
The reaction produces ethyl centralite. It also produces carbon dioxide (CO₂) as a byproduct. The process is usually done in a solvent, such as an
alcohol
Alcohol may refer to:
Common uses
* Alcohol (chemistry), a class of compounds
* Ethanol, one of several alcohols, commonly known as alcohol in everyday life
** Alcohol (drug), intoxicant found in alcoholic beverages
** Alcoholic beverage, an alco ...
. The solvent helps dissolve the reactants. It also helps control the reaction temperature. After the reaction is finished, the ethyl centralite is purified. This is done through
recrystallization or other purification methods. The goal is to obtain a pure product.
Applications
Smokeless powder
* Burning rate moderator: Smokeless powder is a type of propellant used in firearms and ammunition. It burns in a more controlled and steady way. It produces less smoke and residue than traditional black powder. The burning rate of this powder is crucial for a firearm to work properly. If it burns too fast, it can create too much pressure. This can damage the weapon and cause injury. If it burns too slow, it may not generate enough pressure to shoot the bullet effectively. Ethyl centralite helps regulate the burning rate of smokeless powder. It controls the chemical reactions that happen during the ignition of the powder. The presence of ethyl centralite in the powder formulation ensures a steady and predictable energy release during combustion. This controlled burn is important for maintaining the balance between pressure and velocity. This balance enhances the accuracy, safety, and performance of firearms. By moderating the burn rate, ethyl centralite contributes to the reliability of the ammunition. It is a vital component in the manufacturing of smokeless powder.
* Stabilizer: It also acts as a stabilizer in
smokeless powder
Finnish smokeless powder
Smokeless powder is a type of propellant used in firearms and artillery that produces less smoke and less fouling when fired compared to black powder. Because of their similar use, both the original black powder formula ...
. The chemical compounds in smokeless powder can decompose over time. This is especially true when exposed to heat, moisture, and age. The decomposition can create acidic byproducts. These byproducts can speed up the breakdown of the powder. This can compromise the powder's stability. Ethyl centralite acts as a stabilizer. It inhibits the degradation processes. It neutralizes the acidic byproducts that form over time. This slows down the overall decomposition of the powder. This stabilization is important. It extends the shelf life of the smokeless powder. This ensures that the powder remains effective and safe to use even after long periods of storage. Smokeless powder can become unstable without ethyl centralite. This can lead to inconsistent performance. In extreme cases, it can even lead to spontaneous ignition or explosion. Ethyl centralite prevents the powder from degrading prematurely. This helps maintain the integrity and safety of ammunition. Ethyl centralite is an indispensable additive in the production of smokeless powder.
Forensic science
* Gunshot Residue (GSR) Analysis: Ethyl centralite is important in forensic science. It is used to analyze gunshot residue (GSR). GSR is tiny particles that come out of a gun when it is fired. These particles can be found on the hands, clothes, or around the person who fired the gun. Analyzing GSR can give important evidence in criminal cases. It can help determine if a suspect recently fired a gun.
* Detection of Ethyl Centralite in GSR: Ethyl centralite is an important organic compound found in GSR analysis. When a gun is fired, the smokeless powder used as fuel burns. This creates a mixture of gases and particles. Ethyl centralite is a part of this smokeless powder. It is released along with other residues.
Forensic scientists
Forensic science combines principles of law and science to investigate criminal activity. Through crime scene investigations and laboratory analysis, forensic scientists are able to link suspects to evidence. An example is determining the time and ...
use advanced techniques like
gas chromatography-mass spectrometry
Gas is a state of matter that has neither a fixed volume nor a fixed shape and is a compressible fluid. A ''pure gas'' is made up of individual atoms (e.g. a noble gas like neon) or molecules of either a single type of atom ( elements such as ...
(GC-MS) to detect ethyl centralite in the residue collected from a suspect or crime scene.Some other compounds may be present in the environment, but ethyl centralite is strongly linked to the firing of a gun. Its presence in GSR can be strong evidence connecting a suspect to the use of a firearm.
References
{{reflist
External links
Fine Chemicals & Intermediates : Ethyl Centralite
Ureas
Plasticizers
Forensic science
Polymers
Firearm actions
Organic chemistry