Sodium azide is the
inorganic compoundInorganic compounds have traditionally been considered to be of inanimate, non-biological origin. In contrast, organic compounds have an explicit biological origin. However, over the past century, the classification of inorganic vs organic compounds has become less important to scientists,...
with the
formulaA chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....
NaN
3. This colourless
azideAzide is the anion with the formula N3−. It is the conjugate base of hydrazoic acid. N3− is a linear anion that is isoelectronic with CO2 and N2O. Per valence bond theory, azide can be described by several resonance structures, an important one being N−=N+=N−...
salt is the gas-forming component in many car
airbagAn Airbag is a vehicle safety device. It is an occupant restraint consisting of a flexible envelope designed to inflate rapidly during an automobile collision, to prevent occupants from striking interior objects such as the steering wheel or a window...
systems. It is used for the preparation of other azide compounds. It is an
ionicIn chemistry, an ionic compound is a chemical compound in which ions are held together in a lattice structure by ionic bonds. Usually, the positively charged portion consists of metal cations and the negatively charged portion is an anion or polyatomic ion. Ions in ionic compounds are held together...
substance and is highly soluble in
waterWater is a chemical substance with the chemical formula H2O. A water molecule contains one oxygen and two hydrogen atoms connected by covalent bonds. Water is a liquid at ambient conditions, but it often co-exists on Earth with its solid state, ice, and gaseous state . Water also exists in a...
. It is extremely toxic.
Structure
Sodium azide is an ionic solid. Two
crystalline formsPolymorphism in materials science is the ability of a solid material to exist in more than one form or crystal structure. Polymorphism can potentially be found in any crystalline material including polymers, minerals, and metals, and is related to allotropy, which refers to chemical elements...
are known, rhombohedral and hexagonal. The azide anion is very similar in each, being centrosymmetric with N–N distances of 1.18 Å. The ion is pentacoordinated.
Preparation
The common synthesis method is the "
WislicenusJohannes Wislicenus was a German chemist, most famous for his work in early stereochemistry.-Biography:...
process," which proceeds in two steps from ammonia. In the first step, ammonia is converted to
sodium amideSodium amide, commonly called sodamide, is the chemical compound with the formula NaNH2. This solid, which is dangerously reactive toward water, is white when pure, but commercial samples are typically gray due to the presence of small quantities of metallic iron from the manufacturing process...
:
- 2 Na + 2 NH3 → 2 NaNH2 + H2
The sodium amide is subsequently combined with
nitrous oxideNitrous oxide, commonly known as laughing gas or sweet air, is a chemical compound with the formula . It is an oxide of nitrogen. At room temperature, it is a colorless non-flammable gas, with a slightly sweet odor and taste. It is used in surgery and dentistry for its anesthetic and analgesic...
:
- 2 NaNH2 + N2O → NaN3 + NaOH + NH3
Alternatively the salt can be obtained by the reaction of
sodium nitrateSodium nitrate is the chemical compound with the formula NaNO3. This salt, also known as Chile saltpeter or Peru saltpeter to distinguish it from ordinary saltpeter, potassium nitrate, is a white solid which is very soluble in water...
with sodium amide.
Automobile airbags and airplane escape chutes
Older
airbagAn Airbag is a vehicle safety device. It is an occupant restraint consisting of a flexible envelope designed to inflate rapidly during an automobile collision, to prevent occupants from striking interior objects such as the steering wheel or a window...
formulations contained mixtures of oxidizers and sodium azide and other agents including igniters and accelerants. An electronic controller detonates this mixture during an automobile crash:
- 2 NaN3 → 2 Na + 3 N2
The same reaction occurs upon heating the salt to approximately 300 °C. The sodium that is formed is a potential hazard itself and, in automobile airbags, it is converted by reaction with other ingredients, such as
potassium nitratePotassium nitrate is a chemical compound with the formula KNO3. It is an ionic salt of potassium ions K+ and nitrate ions NO3−.It occurs as a mineral niter and is a natural solid source of nitrogen. Its common names include saltpetre , from medieval Latin sal petræ: "stone salt" or possibly "Salt...
and silica. In the latter case, innocuous sodium silicates are generated. Sodium azide is also used in airplane escape chutes. No toxicity has been reported from spent airbags. Newer generation air bags contain
nitroguanidineNitroguanidine is a chemical compound. It is a colorless, crystalline solid. It melts at 232 °C and decomposes at 250 °C. It is not flammable and is an extremely low sensitivity explosive; however, its detonation velocity is high.-Manufacture:...
or similar less sensitive explosives.
Organic synthesis
Due to its explosion hazard, sodium azide is of only limited value in industrial scale organic chemistry. In the laboratory, it is used in
organic synthesisOrganic synthesis is a special branch of chemical synthesis and is concerned with the construction of organic compounds via organic reactions. Organic molecules can often contain a higher level of complexity compared to purely inorganic compounds, so the synthesis of organic compounds has...
to introduce the azide functional group by displacement of
halideA halide is a binary compound, of which one part is a halogen atom and the other part is an element or radical that is less electronegative than the halogen, to make a fluoride, chloride, bromide, iodide, or astatide compound. Many salts are halides...
s. The azide functional group can thereafter be converted to an
amineAmines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...
by reduction with either
lithium aluminium hydrideLithium aluminium hydride, commonly abbreviated to LAH or known as LithAl, is an inorganic compound with the chemical formula LiAlH4. It was discovered by Finholt, Bond and Schlesinger in 1947. This compound is used as a reducing agent in organic synthesis, especially for the reduction of esters,...
or a tertiary
phosphinePhosphine is the compound with the chemical formula PH3. It is a colorless, flammable, toxic gas. Pure phosphine is odourless, but technical grade samples have a highly unpleasant odor like garlic or rotting fish, due to the presence of substituted phosphine and diphosphine...
such as
triphenylphosphineTriphenylphosphine is a common organophosphorus compound with the formula P3 - often abbreviated to PPh3 or Ph3P. It is widely used in the synthesis of organic and organometallic compounds. PPh3 exists as relatively air stable, colorless crystals at room temperature...
in the
Staudinger reactionThe Staudinger reaction or Staudinger reduction is a chemical reaction in which the combination of an azide with a phosphine or phosphite produces an iminophosphorane intermediate. Combined with the hydrolysis of the aza-ylide to produce a phosphine oxide and an amine, this reaction is a mild...
, with
Raney nickelRaney nickel is a solid catalyst composed of fine grains of a nickel-aluminium alloy, used in many industrial processes. It was developed in 1926 by American]] engineer Murray Raney as an alternative catalyst for the hydrogenation of vegetable oils in industrial processes...
or with
hydrogen sulfideHydrogen sulfide is the chemical compound with the formula . It is a colorless, very poisonous, flammable gas with the characteristic foul odor of expired eggs perceptible at concentrations as low as 0.00047 parts per million...
in pyridine.
Inorganic synthesis
Sodium azide is a versatile precursor to other inorganic azide compounds, e.g. lead azide and
silver azideSilver azide is the chemical compound with the formula AgN3. This colorless solid is a well-known explosive.-Structure and chemistry:Silver azide can be prepared by treating an aqueous solution of silver nitrate with sodium azide...
, which are used in explosives.
Biochemistry and biomedical uses
Sodium azide is a useful probe reagent,
mutagenIn genetics, a mutagen is a physical or chemical agent that changes the genetic material, usually DNA, of an organism and thus increases the frequency of mutations above the natural background level. As many mutations cause cancer, mutagens are therefore also likely to be carcinogens...
, and
preservativeA preservative is a naturally occurring or synthetically produced substance that is added to products such as foods, pharmaceuticals, paints, biological samples, wood, etc. to prevent decomposition by microbial growth or by undesirable chemical changes....
. In hospitals and laboratories, it is a
biocideA biocide is a chemical substance or microorganism which can deter, render harmless, or exert a controlling effect on any harmful organism by chemical or biological means. Biocides are commonly used in medicine, agriculture, forestry, and industry...
; it is especially important in bulk reagents and
stock solutionIn chemistry, a stock solution is a large volume of a common reagent, such as hydrochloric acid or sodium hydroxide, at a standardized concentration. This term is commonly used in analytical chemistry for procedures such as titrations, where it is important that exact concentrations of solutions...
s which may otherwise support
bacteriaBacteria are a large domain of prokaryotic microorganisms. Typically a few micrometres in length, bacteria have a wide range of shapes, ranging from spheres to rods and spirals...
l growth where the sodium azide acts as a bacteriostatic by inhibiting cytochrome oxidase in
gram-negativeGram-negative bacteria are bacteria that do not retain crystal violet dye in the Gram staining protocol. In a Gram stain test, a counterstain is added after the crystal violet, coloring all Gram-negative bacteria with a red or pink color...
bacteria;
gram-positiveGram-positive bacteria are those that are stained dark blue or violet by Gram staining. This is in contrast to Gram-negative bacteria, which cannot retain the crystal violet stain, instead taking up the counterstain and appearing red or pink...
(streptococci,
pneumococciStreptococcus pneumoniae, or pneumococcus, is Gram-positive, alpha-hemolytic, aerotolerant anaerobic member of the genus Streptococcus. A significant human pathogenic bacterium, S...
,
lactobacilliBacillus is a genus of Gram-positive, rod-shaped bacteria and a member of the division Firmicutes. Bacillus species can be obligate aerobes or facultative anaerobes, and test positive for the enzyme catalase. Ubiquitous in nature, Bacillus includes both free-living and pathogenic species...
) are resistant, a characteristic similar to
antibiotic resistanceAntibiotic resistance is a type of drug resistance where a microorganism is able to survive exposure to an antibiotic. While a spontaneous or induced genetic mutation in bacteria may confer resistance to antimicrobial drugs, genes that confer resistance can be transferred between bacteria in a...
. It is also used in
agricultureAgriculture is the cultivation of animals, plants, fungi and other life forms for food, fiber, and other products used to sustain life. Agriculture was the key implement in the rise of sedentary human civilization, whereby farming of domesticated species created food surpluses that nurtured the...
for pest control.
Azide inhibits cytochrome oxidase by binding irreversibly to the
hemeA heme or haem is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Not all porphyrins contain iron, but a substantial fraction of porphyrin-containing metalloproteins have heme as their prosthetic group; these are...
cofactorA cofactor is a non-protein chemical compound that is bound to a protein and is required for the protein's biological activity. These proteins are commonly enzymes, and cofactors can be considered "helper molecules" that assist in biochemical transformations....
in a process similar to the action of
carbon monoxideCarbon monoxide , also called carbonous oxide, is a colorless, odorless, and tasteless gas that is slightly lighter than air. It is highly toxic to humans and animals in higher quantities, although it is also produced in normal animal metabolism in low quantities, and is thought to have some normal...
. Sodium azide particularly affects organs that undergo high rates of respiration, such as the
heartThe heart is a myogenic muscular organ found in all animals with a circulatory system , that is responsible for pumping blood throughout the blood vessels by repeated, rhythmic contractions...
and the
brainThe brain is the center of the nervous system in all vertebrate and most invertebrate animals—only a few primitive invertebrates such as sponges, jellyfish, sea squirts and starfishes do not have one. It is located in the head, usually close to primary sensory apparatus such as vision, hearing,...
.
Reactions
Treatment of sodium azide with strong acids gives
hydrazoic acidHydrazoic acid, also known as hydrogen azide or azoimide, is a colorless, volatile, and extremely explosive liquid at room temperature and pressure. It is a compound of nitrogen and hydrogen, having chemical formula HN3. It was first isolated in 1890 by Theodor Curtius...
, which is also extremely toxic:
- + →
Aqueous solutions contain minute amounts of hydrogen azide, as described by the following equilibrium:
- + + (K = 10)
Sodium azide can be destroyed by treatment with
nitrous acidNitrous acid is a weak and monobasic acid known only in solution and in the form of nitrite salts.Nitrous acid is used to make diazides from amines; this occurs by nucleophilic attack of the amine onto the nitrite, reprotonation by the surrounding solvent, and double-elimination of water...
solution:
- 2 NaN3 + 2 HNO2 → 3 N2 + 2 NO + 2 NaOH
Safety
Sodium azide is acutely toxic. Symptoms are often compared with those of
cyanideA cyanide is a chemical compound that contains the cyano group, -C≡N, which consists of a carbon atom triple-bonded to a nitrogen atom. Cyanides most commonly refer to salts of the anion CN−. Most cyanides are highly toxic....
. Ingestion of dust or solutions can induce the following symptoms within minutes: rapid breathing, restlessness, dizziness, weakness, headache, nausea and vomiting, rapid heart rate, red eyes (gas or dust exposure), clear drainage from the nose (gas or dust exposure), cough (gas or dust exposure), skin burns and blisters (explosion or direct skin contact). Exposure to a large amount of sodium azide may cause these other health effects as well:
convulsionA convulsion is a medical condition where body muscles contract and relax rapidly and repeatedly, resulting in an uncontrolled shaking of the body. Because a convulsion is often a symptom of an epileptic seizure, the term convulsion is sometimes used as a synonym for seizure...
s, low
blood pressureBlood pressure is the pressure exerted by circulating blood upon the walls of blood vessels, and is one of the principal vital signs. When used without further specification, "blood pressure" usually refers to the arterial pressure of the systemic circulation. During each heartbeat, BP varies...
, low
heart rateHeart rate is the number of heartbeats per unit of time, typically expressed as beats per minute . Heart rate can vary as the body's need to absorb oxygen and excrete carbon dioxide changes, such as during exercise or sleep....
, loss of consciousness, and
lungThe lung is the essential respiration organ in many air-breathing animals, including most tetrapods, a few fish and a few snails. In mammals and the more complex life forms, the two lungs are located near the backbone on either side of the heart...
injury,
respiratory failureThe term respiratory failure, in medicine, is used to describe inadequate gas exchange by the respiratory system, with the result that arterial oxygen and/or carbon dioxide levels cannot be maintained within their normal ranges. A drop in blood oxygenation is known as hypoxemia; a rise in arterial...
leading to death.
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