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Nitrogen trichloride

Nitrogen trichloride
Structural formula of nitrogen trichloride
Space-filling model of nitrogen trichloride
Nitrogen trichloride
Names
Other names
Trichloramine
Agene
Nitrogen(III) chloride
Trichloroazane
Trichlorine nitride
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.030.029
EC Number 233-045-1
1840
PubChem CID
RTECS number QW974000
UNII
Properties
NCl3
Appearance yellow oily liquid
Odor chlorine-like
Density 1.653 g/mL
Melting point −40 °C (−40 °F; 233 K)
Boiling point 71 °C (160 °F; 344 K)
immiscible
slowly decomposes
Solubility soluble in benzene, chloroform, CCl4, CS2, PCl3
Structure
orthorhombic (below −40 °C)
trigonal pyramidal
0.6 D
Thermochemistry
232 kJ/mol
Hazards
not listed
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 4: Readily capable of detonation or explosive decomposition at normal temperatures and pressures. E.g., nitroglycerin Special hazard OX: Oxidizer. E.g., potassium perchlorateNFPA 704 four-colored diamond
93 °C (199 °F; 366 K)
Related compounds
Other anions
Nitrogen trifluoride
Nitrogen tribromide
Nitrogen triiodide
Other cations
Phosphorus trichloride
Arsenic trichloride
Related chloramines
Chloramine
Dichloramine
Related compounds
Nitrosyl chloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Nitrogen trichloride, also known as trichloramine, is the chemical compound with the formula NCl3. This yellow, oily, pungent-smelling liquid is most commonly encountered as a byproduct of chemical reactions between ammonia-derivatives and chlorine (for example, in swimming pools).

The compound is prepared by treatment of ammonium salts, such as ammonium nitrate with chlorine.

Intermediates in this conversion include chloramine and dichloramine, NH2Cl and NHCl2, respectively.

Like ammonia, NCl3 is a pyramidal molecule. The N-Cl distances are 1.76 Å, and the Cl-N-Cl angles are 107°.

Nitrogen trichloride can form in small amounts when public water supplies are disinfected with monochloramine, and in swimming pools by disinfecting chlorine reacting with urea in urine and sweat from bathers. Nitrogen trichloride, trademarked as Agene, was used to artificially bleach and age flour, but was banned in 1949: In humans Agene was found to cause severe and widespread neurological disorders leading to its banning in 1947. Dogs that ate bread made from treated flour suffered epileptic-like fits; the toxic agent was methionine sulfoximine.

The chemistry of NCl3 has been well explored. It is moderately polar with a dipole moment of 0. 6 D. The nitrogen center is basic but much less so than ammonia. It is hydrolyzed by hot water to release ammonia and hypochlorous acid.

NCl3 explodes to give N2 and chlorine gas. This reaction is inhibited for dilute gases.

Nitrogen trichloride can irritate mucous membranes—it is a lachrymatory agent, but has never been used as such. The pure substance (rarely encountered) is a dangerous explosive, being sensitive to light, heat, even moderate shock, and organic compounds. Pierre Louis Dulong first prepared it in 1812, and lost two fingers and an eye in two explosions. In 1813, an NCl3 explosion blinded Sir Humphry Davy temporarily, inducing him to hire Michael Faraday as a co-worker. They were both injured in another NCl3 explosion shortly thereafter.


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