Nitrosyl chloride

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Nitrosyl chloride
NOCl
General
Systematic name Nitrosyl chloride
Other names Nitrogen oxychloride
Nitrosonium chloride
Molecular formula ClNO
Molar mass 65.46 g/mol
Appearance yellow gas, red liquid
CAS number [2696-92-6]
SMILES O=N(Cl)
Properties
Density and phase liq: 1.417 g/cm3 (-12 °C)
gas: 2.99 g/L
Solubility in water decomposes
Other solvents chlorocarbons
Melting point -59.6 °C (? K)
Boiling point -6.4 °C (? K)
Structure
Molecular shape sp2 at N
Dipole moment 1.90 D
Hazards
MSDS External MSDS
Main hazards highly toxic
NFPA 704
R/S statement R: ?
S: ?
RTECS number  ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data IR 1800 (νNO), 596, 332 cm-1
Related compounds
Related compounds NO
NOHSO4
NOBF4
SNCl
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Nitrosyl chloride is the chemical compound NOCl. It is a yellow gas that is most commonly encountered as a decomposition product of aqua regia, a mixture of hydrochloric acid and nitric acid. It is the mixed acid anhydride of HCl and nitrous acid. NOBr, nitrosyl bromide, is also known.


Contents

[edit] Structure and synthesis

Although its formula is written NOCl, the structure is better represented ONCl. A double bond exists between N and O (distance = 1.16 Å) and a single bond between N and Cl (distance = 1.69 Å). The O-N-Cl angle is 113°.[1]

NOCl can be prepared by the direct combination of chlorine and nitric oxide. Alternatively, nitrosylsulfuric acid and HCl also affords the compound:

HCl + NOHSO4 → NOCl + H2SO4

It also arises from the combination of hydrochloric and nitric acids according to the following reaction:[2]

HNO3 + 3 HCl → Cl2 + 2 H2O + NOCl

[edit] Reactions

  • NOCl reacts with halide acceptors to give the nitrosyl cation, [NO]+. This species is available as NOBF4.
  • NOCl reacts with water to release HCl.
  • Heating NOCl above 100 C gives back Cl2 and NO.
  • In organic synthesis, NOCl is often employed. It adds to alkenes to afford α-chloro oximes.[3]

[edit] Safety

NOCl is toxic and irritating to the lungs.

[edit] References

  1. ^ Holleman, A. F.; Wiberg, E. "Inorganic Chemistry" Academic Press: San Diego, 2001. ISBN 0-12-352651-5.
  2. ^ L. J. Beckham, W. A. Fessler, M. A. Kise. "Nitrosyl Chloride". Chemical Reviews 48: 319-396. DOI:10.1021/cr60151a001.
  3. ^ Ohno, M,; Naruse, N.; Terasawa, I. " 7-cyanoheptanal" Organic Syntheses, Collected Volume 5, page.266 (1973). (addition of NOCl to cyclooctene)

[edit] External links

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