Sulfuryl Diazide
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Sulfuryl diazide or sulfuryl azide is a chemical compound with the molecular formula . It was first described in the 1920s when its reactions with
benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ...
and ''p''-xylene were studied by
Theodor Curtius ''Geheimrat'' Julius Wilhelm Theodor Curtius (27 May 1857 – 8 February 1928) was professor of Chemistry at Heidelberg University and elsewhere. He published the Curtius rearrangement in 1890/1894 and also discovered diazoacetic acid, hydra ...
and Karl Friedrich Schmidt. The compound is reported as having "exceedingly explosive, unpredictable properties" and "in many cases very violent explosions occurred without any apparent reason". It was not until 2011 that sulfuryl diazide was isolated in a pure enough state to be fully characterized. It was characterized by
infrared Infrared (IR; sometimes called infrared light) is electromagnetic radiation (EMR) with wavelengths longer than that of visible light but shorter than microwaves. The infrared spectral band begins with the waves that are just longer than those ...
and
Raman spectroscopy Raman spectroscopy () (named after physicist C. V. Raman) is a Spectroscopy, spectroscopic technique typically used to determine vibrational modes of molecules, although rotational and other low-frequency modes of systems may also be observed. Ra ...
; its structure in the solid state was determined by
x-ray crystallography X-ray crystallography is the experimental science of determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to Diffraction, diffract in specific directions. By measuring th ...
. Its melting point is -15 °C. It was prepared by the reaction of
sulfuryl chloride Sulfuryl chloride is an inorganic compound with the formula SO2Cl2. At room temperature, it is a colorless liquid with a pungent odor. Sulfuryl chloride is not found in nature. Sulfuryl chloride is commonly confused with thionyl chloride, SOC ...
() with
sodium azide Sodium azide is an inorganic compound with the formula . This colorless salt is the gas-forming component in some car airbag systems. It is used for the preparation of other azide compounds. It is highly soluble in water and is acutely poisonou ...
() using
acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not class ...
as solvent: : Sulfuryl diazide has been used as a
reagent In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a ...
to perform reactions that remove nitrogen from
heterocyclic compound A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...
s: :


See also

*
Trifluoromethanesulfonyl azide Trifluoromethanesulfonyl azide or triflyl azide is an organic azide used as a reagent in organic synthesis. Preparation Trifluoromethanesulfonyl azide is prepared by treating trifluoromethanesulfonic anhydride with sodium azide, traditionally in ...


References

{{Azides Azido compounds Sulfuryl compounds Substances discovered in the 1920s