Iron(III) azide

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Iron(III) azide
Names
Other names
  • Ferric azide
  • Iron triazide
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/Fe.3N3/c;3*1-3-2/q+3;3*-1
    Key: MKNZTJIHKCVUHC-UHFFFAOYSA-N
  • [N-]=[N+]=[N-].[N-]=[N+]=[N-].[N-]=[N+]=[N-].[Fe+3]
Properties
Fe(N3)3
Molar mass 181.9053 g/mol
AppearanceDark brown solid [1]
Melting point Explodes
Solubility Soluble in methanol
Hazards
GHS labelling:
GHS-pictogram-explos.svg
Danger
Related compounds
Other cations
Cobalt(II) azide
Nickel(II) azide
Copper(II) azide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Iron(III) azide, also called ferric azide, is a chemical compound with the formula Fe(N3)3. It is an extremely explosive, impact-sensitive, hygroscopic dark brown solid. This compound is used to prepare various azidoalkanes, such as n-butyl azide, from alkenes via formation of alkylboranes and subsequent anti-Markovnikov addition of azide group. [2]

Preparation

This compound is prepared by the reaction of sodium azide and iron(III) sulfate in methanol: [2]

6 NaN3 + Fe2(SO4)3 → 2 Fe(N3)3 + 3 Na2SO4

Iron(III) azide can also be formed by pulse gamma-irradiation of a mixture of iron(II) perchlorate, sodium azide, and hydrogen peroxide. [3] Under these conditions, a neutral N3 radical is formed, which oxidizes the iron(II) to iron(III); the iron(III) then promptly combines with azide ions.

Related Research Articles

<span class="mw-page-title-main">Ferrous</span> The element iron in its +2 oxidation state

In chemistry, iron(II) refers to the element iron in its +2 oxidation state. The adjective ferrous or the prefix ferro- is often used to specify such compounds, as in ferrous chloride for iron(II) chloride (FeCl2). The adjective ferric is used instead for iron(III) salts, containing the cation Fe3+. The word ferrous is derived from the Latin word ferrum, meaning "iron".

In chemistry, azide is a linear, polyatomic anion with the formula N−3 and structure N=N+=N. It is the conjugate base of hydrazoic acid HN3. Organic azides are organic compounds with the formula RN3, containing the azide functional group. The dominant application of azides is as a propellant in air bags.

<span class="mw-page-title-main">Sodium azide</span> Chemical compound

Sodium azide is an inorganic compound with the formula NaN3. 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 an ionic substance, is highly soluble in water, and is very acutely poisonous.

Pseudohalogens are polyatomic analogues of halogens, whose chemistry, resembling that of the true halogens, allows them to substitute for halogens in several classes of chemical compounds. Pseudohalogens occur in pseudohalogen molecules, inorganic molecules of the general forms PsPs or Ps–X, such as cyanogen; pseudohalide anions, such as cyanide ion; inorganic acids, such as hydrogen cyanide; as ligands in coordination complexes, such as ferricyanide; and as functional groups in organic molecules, such as the nitrile group. Well-known pseudohalogen functional groups include cyanide, cyanate, thiocyanate, and azide.

Sodium oxide is a chemical compound with the formula Na2O. It is used in ceramics and glasses. It is a white solid but the compound is rarely encountered. Instead "sodium oxide" is used to describe components of various materials such as glasses and fertilizers which contain oxides that include sodium and other elements.

<span class="mw-page-title-main">Silver azide</span> Chemical compound

Silver azide is the chemical compound with the formula AgN3. It is a silver(I) salt of hydrazoic acid. It forms a colorless crystals. Like most azides, it is a primary explosive.

<span class="mw-page-title-main">Potassium ferrioxalate</span> Chemical compound

Potassium ferrioxalate, also called potassium trisoxalatoferrate or potassium tris(oxalato)ferrate(III) is a chemical compound with the formula K3[Fe(C2O4)3]. It often occurs as the trihydrate K3[Fe(C2O4)3]·3H2O. Both are crystalline compounds, lime green in colour.

<span class="mw-page-title-main">Potassium azide</span> Chemical compound

Potassium azide is the inorganic compound having the formula KN3. It is a white, water-soluble salt. It is used as a reagent in the laboratory.

<span class="mw-page-title-main">Chlorine azide</span> Chemical compound

Chlorine azide is an inorganic compound that was discovered in 1908 by Friedrich Raschig. Concentrated ClN3 is notoriously unstable and may spontaneously detonate at any temperature.

<span class="mw-page-title-main">Silicon tetraazide</span> Chemical compound

Silicon tetraazide is a thermally unstable binary compound of silicon and nitrogen with a nitrogen content of 85.7%. This high-energy compound combusts spontaneously and can only be studied in a solution. A further coordination to a six-fold coordinated structure such as a hexaazidosilicate ion [Si(N3)6]2− or as an adduct with bicationic ligands Si(N3)4·L2 will result in relatively stable, crystalline solids that can be handled at room temperature.

<span class="mw-page-title-main">Bromine azide</span> Chemical compound

Bromine azide is an explosive inorganic compound with the formula BrN3. It has been described as a crystal or a red liquid at room temperature. It is extremely sensitive to small variations in temperature and pressure, with explosions occurring at Δp ≥ 0.05 Torr and also upon crystallization, thus extreme caution must be observed when working with this chemical.

<span class="mw-page-title-main">Fluorine azide</span> Chemical compound

Fluorine azide or triazadienyl fluoride is a yellow green gas composed of nitrogen and fluorine with formula FN3. Its properties resemble those of ClN3, BrN3, and IN3. The bond between the fluorine atom and the nitrogen is very weak, leading to this substance being very unstable and prone to explosion. Calculations show the F–N–N angle to be around 102° with a straight line of 3 nitrogen atoms.

Trinitrogen also known as the azide radical is an unstable molecule composed of three nitrogen atoms. Two arrangements are known: a linear form with double bonds and charge transfer, and a cyclic form. Both forms are highly unstable, though the linear form is the more stable of the two. More-stable derivatives exist, such as when it acts as a ligand, and it may participate in azido nitration, which is a reaction between sodium azide and ammonium cerium nitrate.

<span class="mw-page-title-main">Iodine azide</span> Chemical compound

Iodine azide is an explosive inorganic compound, which in ordinary conditions is a yellow solid. Formally, it is an inter-pseudohalogen.

<span class="mw-page-title-main">Boron triazide</span> Chemical compound

Boron triazide, also known as triazidoborane, is a thermally unstable compound of boron and nitrogen with a nitrogen content of 92.1 %. Formally, it is the triazido derivative of borane and is a covalent inorganic azide. The high-energy compound, which has the propensity to undergo spontaneous explosive decomposition, was first described in 1954 by Egon Wiberg and Horst Michaud of the University of Munich.

An organic azide is an organic compound that contains an azide functional group. Because of the hazards associated with their use, few azides are used commercially although they exhibit interesting reactivity for researchers. Low molecular weight azides are considered especially hazardous and are avoided. In the research laboratory, azides are precursors to amines. They are also popular for their participation in the "click reaction" between an azide and an alkyne and in Staudinger ligation. These two reactions are generally quite reliable, lending themselves to combinatorial chemistry.

<span class="mw-page-title-main">Transition metal azide complex</span>

Transition metal azide complexes are coordination complexes containing one or more azide (N3) ligands.

Cobalt compounds are chemical compounds formed by cobalt with other elements.

Homoleptic azido compounds are chemical compounds in which the only anion or ligand is the azide group, -N3. The breadth of homoleptic azide compounds spans nearly the entire periodic table. With rare exceptions azido compounds are highly shock sensitive and need to be handled with the upmost caution. Binary azide compounds can take on several different structures including discrete compounds, or one- two, and three-dimensional nets, leading some to dub them as "polyazides". Reactivity studies of azide compounds are relatively limited due to how sensitive they can be. The sensitivity of these compounds tends to be correlated with the amount of ionic or covalent character the azide-element bond has, with ionic character being far more stable than covalent character. Therefore, compounds such as silver or sodium azide – which have strong ionic character – tend to possess more synthetic utility than their covalent counterparts. A few other notable exceptions include polymeric networks which possess unique magnetic properties, group 13 azides which unlike most other azides decompose to nitride compounds (important materials for semiconductors), other limited uses as synthetic reagents for the transfer of azide groups, or for research into high-energy-density matter.

References

  1. "10". Chemical Abstracts: Volume 11. the University of Michigan: American Chemical Society. 1917. p.  2901.
  2. 1 2 Andrew D. White (2001). "Iron(III) Azide". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289X.ri053. ISBN   0471936235.
  3. George V. Buxton; Igor Janovský (1976). "Mechanism of the oxidation of iron(II) by the azide radical". Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases. 72: 1884–1886. doi:10.1039/F19767201884.