2,4,6-Trinitroaniline: Difference between revisions

| ImageFile=Trinitroaniline structure.svg

| ImageSize=150px

|IUPACName PIN = 2,4,6-trinitroanilineTrinitroaniline

| OtherNames = Picramide

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| InChI = 1/C6H4N4O6/c7-6-4(9(13)14)1-3(8(11)12)2-5(6)10(15)16/h1-2H,7H2

| InChIKey = IAHOUQOWMXVMEH-UHFFFAOYAP

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| Formula=C₆H₄N₄O₆

| MolarMass=228.12 g/mol

| Appearance=yellow/orange/red powder

| Density=1.8 g/cm³

| MeltingPtC=188

| BoilingPt=explodes before boiling

| Solubility=insoluble

| MainHazards=instantaneous explosion

| FlashPt=unknown

| AutoignitionPt=unknown

| Section6 = {{Chembox Explosive

| ExplosiveVDetonationV = 7,300 m/s

'''2,4,6-Trinitroaniline''', C₆H₄N₄O₆, abbreviated as TNA and also known as '''picramide''', a nitrated [[amine]]. Materials in this group range from slight to strong [[oxidizing agents]]. If mixed with [[reducing agents]], including [[hydride]]s, [[sulfide]]s and [[nitride]]s, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as [[sodium hydroxide]] or [[potassium hydroxide]] even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups.<ref>{{Cite web|url=http://cameochemicals.noaa.gov/chemical/21189|title=2,4,6-TRINITROANILINE &#124; CAMEO Chemicals &#124; NOAA}}</ref> The appearance of trinitroaniline varies from yellow to orange to red depending on its purity and concentration.

Trinitroaniline is only used in modern times in the small warheads of some explosive devices such as [[Mortar (weapon)|mortars]]. In [[World War II]] it was used by [[Imperial Japanese Navy]] as '''Type 97 ''bakuyaku''''' (Model 1931 explosive) in some versions of gun [[projectile]]s instead of less stable burster [[Picric acid|''schimose'']].<ref>{{cite web | url=http://navweaps.com/Weapons/Gun_Data_p2.htm | title=Definitions and Information about Naval Guns - NavWeaps }}</ref> It was also used in the Yokosuka MXY-7 [[Ohka]], a [[kamikaze]] antishipping vesselhuman-guided rocket aircraft.

Trinitroaniline is dangerously explosive and also [[Hepatotoxicity|hepatoxic]].<ref>{{Cite web |title=2,4,6-Trinitroaniline - Hazardous Agents {{!}} Haz-Map |url=https://haz-map.com/Agents/1926 |access-date=2024-05-31 |website=haz-map.com}}</ref> Symptoms of exposure to this compound may include skin and eye irritation, headache, drowsiness, weakness, [[cyanosis]], and respiratory distress.{{medcn|date=April 2014}}

[[Category:NitrobenzenesNitrobenzene derivatives]]