Names | |
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Preferred IUPAC name Methyl(2,4,6-trinitrophenyl)nitramide | |
Other names
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Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.006.848 |
PubChem CID | |
RTECS number |
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UNII | |
UN number | 0208 |
CompTox Dashboard (EPA) | |
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Properties | |
C7H5N5O8 | |
Molar mass | 287.144 g·mol−1 |
Appearance | Yellow crystalline solid |
Odor | Odorless |
Density | 1.73 g/cm3 |
Melting point | 129.5 °C (265.1 °F; 402.6 K) |
Boiling point | 187 °C (369 °F; 460 K) decomposes |
Virtually insoluble | |
Vapor pressure | <1 mmHg (20°C) [1] |
Explosive data | |
Shock sensitivity | Sensitive |
Friction sensitivity | Sensitive |
Detonation velocity | 7,570 m/s (24,836 f/s) |
RE factor | 1.25 |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LDLo (lowest published) | 5000 mg/kg (dog, subcutaneous) [2] |
NIOSH (US health exposure limits): | |
PEL (Permissible) | TWA 1.5 mg/m3 [skin] [1] |
REL (Recommended) | TWA 1.5 mg/m3 [skin] [1] |
IDLH (Immediate danger) | 750 mg/m3 [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
2,4,6-Trinitrophenylmethylnitramine or tetryl (C 7 H 5 N 5 O 8) is an explosive compound used to make detonators and explosive booster charges.
Tetryl is a nitramine booster explosive, though its use has been largely superseded by RDX. Tetryl is a sensitive secondary high explosive used as a booster, a small charge placed next to the detonator in order to propagate detonation into the main explosive charge.
Tetryl is a yellow crystalline solid powder material, practically insoluble in water but soluble in acetone, benzene and other solvents. When tetryl is heated, it first melts, then decomposes and explodes. It burns readily and is more easily detonated than ammonium picrate [3] or TNT, being about as sensitive as picric acid. It is detonated by friction, shock, or spark. It remains stable at all temperatures which may be encountered in storage. It is generally used in the form of pressed pellets, and has been approved as the standard bursting charge for small-caliber projectiles, since it gives much better fragmentation than TNT. It has an explosive velocity of 23,600–23,900 feet per second (7200–7300 m/s). Tetryl is the basis for the service tetryl blasting caps necessary for positive detonation of TNT. A mixture of mercury fulminate and potassium chlorate is included in the cap to ensure detonation of tetryl. [3]
The most toxic ordnance compounds, tetryl and 1,3,5-TNB, are also the most degradable. Therefore, these chemicals are expected to be short-lived in nature, and environmental impacts would not be expected in areas that are not currently subject to chronic inputs of these chemicals. Tetryl decomposes rapidly in methanol/water solutions, as well as with heat. All aqueous samples expected to contain tetryl should be diluted with acetonitrile prior to filtration and acidified to pH < 3. All samples expected to contain tetryl should not be exposed to temperatures above room temperature. In addition, degradation products of tetryl appear as a shoulder on the 2,4,6-TNT peak. Peak heights rather than peak areas should be used when tetryl is present in concentrations that are significant relative to the concentration of 2,4,6-TNT. [3]
Tetryl was used mainly during World Wars I and II and later conflicts. Tetryl is usually used on its own, though can sometimes be found in compositions such as tetrytol. Tetryl is no longer manufactured or used in the United States, but can still be found in legacy munitions such as the M14 anti-personnel landmine. [4]
Dutch chemist Karel Hendrik Mertens originally synthesized the compound as a part of his doctoral dissertation published in 1877 [5] by slowly mixing dimethylaniline with concentrated nitric acid in the presence of sulfuric acid, and it's still a viable lab technique. However, in the 1930s a more economical route was commercialized, where methylamine produced by the Smoleński method (developed after WWI) reacts with dinitrochlorobenzene to make dinitromethylaniline which is then easily nitrated without byproducts.
Although tetryl is among the most toxic explosive compounds, it is very short-lived. This combined with the fact that the health impacts of this compound are largely unstudied, not much is known about any health problems that this compound may cause.
Epidemiological data shows that tetryl has most effect on the skin, acting as a strong irritant. [6] Symptoms of skin sensitization such as dermatitis, itch, erythema, etc. may occur. [7] Tetryl can also affect mucous membranes, the upper respiratory tract, and possibly the liver.
An explosive is a reactive substance that contains a great amount of potential energy that can produce an explosion if released suddenly, usually accompanied by the production of light, heat, sound, and pressure. An explosive charge is a measured quantity of explosive material, which may either be composed solely of one ingredient or be a mixture containing at least two substances.
Trinitrotoluene, more commonly known as TNT (and more specifically 2,4,6-trinitrotoluene, and by its preferred IUPAC name 2-methyl-1,3,5-trinitrobenzene), is a chemical compound with the formula C6H2(NO2)3CH3. TNT is occasionally used as a reagent in chemical synthesis, but it is best known as an explosive material with convenient handling properties. The explosive yield of TNT is considered to be the standard comparative convention of bombs and asteroid impacts. In chemistry, TNT is used to generate charge transfer salts.
Octane is a hydrocarbon and an alkane with the chemical formula C8H18, and the condensed structural formula CH3(CH2)6CH3. Octane has many structural isomers that differ by the location of branching in the carbon chain. One of these isomers, 2,2,4-trimethylpentane (commonly called iso-octane), is used as one of the standard values in the octane rating scale.
N,N-Dimethylaniline (DMA) is an organic chemical compound, a substituted derivative of aniline. It is a tertiary amine, featuring a dimethylamino group attached to a phenyl group. This oily liquid is colourless when pure, but commercial samples are often yellow. It is an important precursor to dyes such as crystal violet.
A triggering sequence, also called an explosive train or a firing train, is a sequence of events that culminates in the detonation of explosives. For safety reasons, most widely used high explosives are difficult to detonate. A primary explosive of higher sensitivity is used to trigger a uniform and predictable detonation of the main body of the explosive. Although the primary explosive itself is generally a more sensitive and expensive compound, it is only used in small quantities and in relatively safely packaged forms. By design there are low explosives and high explosives made such that the low explosives are highly sensitive and high explosives are comparatively insensitive. This not only affords inherent safety to the usage of explosives during handling and transport, but also necessitates an explosive triggering sequence or explosive train. The explosive triggering sequence or the explosive train essentially consists of an 'initiator', an 'intermediary' and the 'high explosive'.
Cyclohexanol is the organic compound with the formula HOCH(CH2)5. The molecule is related to cyclohexane by replacement of one hydrogen atom by a hydroxyl group. This compound exists as a deliquescent colorless solid with a camphor-like odor, which, when very pure, melts near room temperature. Millions of tonnes are produced annually, mainly as a precursor to nylon.
Methyl formate, also called methyl methanoate, is the methyl ester of formic acid. The simplest example of a carboxylate ester, it is a colorless liquid with an ethereal odour, high vapor pressure, and low surface tension. It is a precursor to many other compounds of commercial interest.
Barium nitrate is the inorganic compound with the chemical formula Ba(NO3)2. It, like most barium salts, is colorless, toxic, and water-soluble. It burns with a green flame and is an oxidizer; the compound is commonly used in pyrotechnics.
Pentaborane(9) is an inorganic compound with the formula B5H9. It is one of the most common boron hydride clusters, although it is a highly reactive compound. Because of its high reactivity with oxygen, it was once evaluated as rocket or jet fuel. Like many of the smaller boron hydrides, pentaborane is colourless, diamagnetic, and volatile. It is related to pentaborane(11).
The term immediately dangerous to life or health (IDLH) is defined by the US National Institute for Occupational Safety and Health (NIOSH) as exposure to airborne contaminants that is "likely to cause death or immediate or delayed permanent adverse health effects or prevent escape from such an environment." Examples include smoke or other poisonous gases at sufficiently high concentrations. It is calculated using the LD50 or LC50. The Occupational Safety and Health Administration (OSHA) regulation defines the term as "an atmosphere that poses an immediate threat to life, would cause irreversible adverse health effects, or would impair an individual's ability to escape from a dangerous atmosphere."
Oxygen difluoride is a chemical compound with the formula OF2. As predicted by VSEPR theory, the molecule adopts a bent molecular geometry. It is a strong oxidizer and has attracted attention in rocketry for this reason. With a boiling point of −144.75 °C, OF2 is the most volatile (isolable) triatomic compound. The compound is one of many known oxygen fluorides.
Ethylbenzene is an organic compound with the formula C6H5CH2CH3. It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as a reaction intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99% of ethylbenzene produced was consumed in the production of styrene.
Hydrogen selenide is an inorganic compound with the formula H2Se. This hydrogen chalcogenide is the simplest and most commonly encountered hydride of selenium. H2Se is a colorless, flammable gas under standard conditions. It is the most toxic selenium compound with an exposure limit of 0.05 ppm over an 8-hour period. Even at extremely low concentrations, this compound has a very irritating smell resembling that of decayed horseradish or "leaking gas", but smells of rotten eggs at higher concentrations.
2,4-Dinitrotoluene (DNT) or dinitro is an organic compound with the formula C7H6N2O4. This pale yellow crystalline solid is well known as a precursor to trinitrotoluene (TNT) but is mainly produced as a precursor to toluene diisocyanate.
Nitrogen trifluoride is the inorganic compound with the formula. It is a colorless, non-flammable, toxic gas with a slightly musty odor. In contrast with ammonia, it is nonbasic. It finds increasing use within the manufacturing of flat-panel displays, photovoltaics, LEDs and other microelectronics. NF
3 is a greenhouse gas, with a global warming potential (GWP) 17,200 times greater than that of CO
2 when compared over a 100-year period.
Propyl acetate, also known as propyl ethanoate, is an organic compound. Nearly 20,000 tons are produced annually for use as a solvent. This colorless liquid is known by its characteristic odor of pears. Due to this fact, it is commonly used in fragrances and as a flavor additive. It is formed by the esterification of acetic acid and propan-1-ol, often via Fischer–Speier esterification, with sulfuric acid as a catalyst and water produced as a byproduct.
Perchloryl fluoride is a reactive gas with the chemical formula ClO
3F. It has a characteristic sweet odor that resembles gasoline and kerosene. It is toxic and is a powerful oxidizing and fluorinating agent. It is the acid fluoride of perchloric acid.
Selenium hexafluoride is the inorganic compound with the formula SeF6. It is a very toxic colourless gas described as having a "repulsive" odor. It is not widely encountered and has no commercial applications.
Diethylethanolamine (DEAE) is the organic compound with the molecular formula (C2H5)2NCH2CH2OH. A colorless liquid, is used as a precursor in the production of a variety of chemical commodities such as the local anesthetic procaine.
Perchloromethyl mercaptan is the organosulfur compound with the formula CCl3SCl. It is mainly used as an intermediate for the synthesis of dyes and fungicides (captan, folpet). It is a colorless oil, although commercial samples are yellowish. It is insoluble in water but soluble in organic solvents. It has a foul, unbearable, acrid odor. Perchloromethyl mercaptan is the original name. The systematic name is trichloromethanesulfenyl chloride, because the compound is a sulfenyl chloride, not a mercaptan.