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Dinitrogen trioxide

From Wikipedia, the free encyclopedia
Dinitrogen trioxide
Dinitrogen trioxide resonance hybrid
Dinitrogen trioxide resonance hybrid
Dinitrogen trioxide is blue
Dinitrogen trioxide is blue
Names
IUPAC name
N-Oxonitramide[1]
Other names
  • Nitrous anhydride
  • Nitrogen sesquioxide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.031.013Edit this at Wikidata
EC Number
  • 234-128-5
UNII
UN number2421
  • InChI=1S/N2O3/c3-1-2(4)5 checkY
    Key: LZDSILRDTDCIQT-UHFFFAOYSA-N checkY
  • InChI=1/N2O3/c3-1-2(4)5
    Key: LZDSILRDTDCIQT-UHFFFAOYAC
  • [O-][N+](=O)N=O
Properties
N2O3
Molar mass76.011 g·mol−1
AppearanceDeep blue liquid
Density
  • 1.447 g/cm3, liquid
  • 1.783 g/cm3, gas
Melting point−100.7[2] °C (−149.3 °F; 172.5 K)
Boiling point3.5 °C (38.3 °F; 276.6 K) (dissociates[2])
reacts to formnitrous acid
Solubilitysoluble inether
−16.0·10−6 cm3/mol
Structure
planar,Cs
2.122 D
Thermochemistry
65.3 J/(mol·K)
314.63 J/(mol·K)
91.20 kJ/mol
Hazards
GHS labelling:[3]
GHS03: OxidizingGHS05: CorrosiveGHS06: Toxic
Danger
H270,H310+H330,H314
P220,P244,P260,P262,P264,P270,P271,P280,P284,P301+P330+P331,P302+P350,P303+P361+P353,P304+P340,P305+P351+P338,P310,P320,P321,P322,P361,P363,P370+P376,P403,P403+P233,P405,P410+P403,P501
NFPA 704 (fire diamond)
Flash pointNon-flammable
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Dinitrogen trioxide (also known asnitrous anhydride) is theinorganic compound with theformulaN2O3. It is anitrogen oxide. It forms upon mixing equal parts ofnitric oxide andnitrogen dioxide and cooling the mixture below −21°C (−6°F):[4]


NO
+
NO
2
N
2
O
3

Dinitrogen trioxide is only isolable at low temperatures (i.e., in the liquid and solidphases). In liquid and solid states, it has a deep blue color.[2] At higher temperatures the equilibrium favors the constituent gases, withKD = 193 kPa (25°C).[5][clarification needed]

This compound is sometimes called "nitrogen trioxide", but this name properly refers to another compound, the (uncharged)nitrate radical•NO3.

Structure and bonding

[edit]

The majorisomer of dinitrogen trioxide molecule contains anN–N bond. One of the numerousresonant structures of the molecule of dinitrogen trioxide isO=N−NO2, which can be described as anitroso group−N=O attached to anitro group−NO2 by asingle bond between the twonitrogen atoms. Similar tonitronium nitrate, this molecule can also co-exist in equilibrium with an ionic gas called nitrosonium nitrite ([NO]+[NO2])[6]

Typically, N–N bonds are similar in length to that inhydrazine (145pm). Dinitrogen trioxide, however, has an unusually long N–N bond at 186 pm. Some othernitrogen oxides also possess long N–N bonds, includingdinitrogen tetroxide (175 pm). TheN2O3 molecule isplanar and exhibitsCs symmetry. The dimensions displayed on the picture below come frommicrowave spectroscopy oflow-temperature,gaseousN2O3:[4]

The bond lengths and angles of dinitrogen trioxide.
The bond lengths and angles of dinitrogen trioxide.

ON-NO2 is considered as the "anhydride" of the unstablenitrous acid (HNO2), and produces it when mixed withwater, although an alternative structure might be anticipated for the true anhydride of nitrous acid (i.e.,O=N−O−N=O). That isomer can be produced from the reaction of tetrabutylammonium nitrite andtriflic anhydride indichloromethane solution at −30°C.[7]

References

[edit]
  1. ^"Dinitrogen trioxide".
  2. ^abcGreenwood, Norman N.; Earnshaw, Alan (1997).Chemistry of the Elements (2nd ed.).Butterworth-Heinemann. p. 444.doi:10.1016/C2009-0-30414-6.ISBN 978-0-08-037941-8.
  3. ^"Dinitrogen trioxide".pubchem.ncbi.nlm.nih.gov. Retrieved23 December 2021.
  4. ^abGreenwood, Norman N.; Earnshaw, Alan (1984).Chemistry of the Elements. Oxford:Pergamon Press. pp. 521–22.ISBN 978-0-08-022057-4.
  5. ^Holleman, Arnold Frederik; Wiberg, Egon (2001), Wiberg, Nils (ed.),Inorganic Chemistry, translated by Eagleson, Mary; Brewer, William, San Diego/Berlin: Academic Press/De Gruyter,ISBN 0-12-352651-5
  6. ^Zakharov, I. I.; Zakharova, O. I. (2009-04-01)."Nitrosonium nitrite isomer of N2O3: Quantum-chemical data".Journal of Structural Chemistry.50 (2):212–218.Bibcode:2009JStCh..50..212Z.doi:10.1007/s10947-009-0031-1.ISSN 1573-8779.
  7. ^Reddy, G. Sudhakar; Suh, Elijah J.; Corey, E. J. (2022-06-17). "Nitrosyl Triflate and Nitrous Anhydride, Same Mode of Generation, but Very Different Reaction Pathways. Direct Synthesis of 1,2-Oxazetes, Nitroso or Bisoxazo Compounds from Olefins".Organic Letters.24 (23):4202–4206.doi:10.1021/acs.orglett.2c01466.ISSN 1523-7052.PMID 35653176.

External links

[edit]
Nitrogen species
Hydrides
Organic
Oxides
Halides
Oxidation states
−3,−2,−1, 0,+1,+2,+3,+4,+5 (a stronglyacidic oxide)
Mixed oxidation states
+1 oxidation state
+2 oxidation state
+3 oxidation state
+4 oxidation state
+5 oxidation state
+6 oxidation state
+7 oxidation state
+8 oxidation state
Related
Oxides are sorted byoxidation state.Category:Oxides
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