Ammonium persulfate (APS) is the

inorganic compound An inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds⁠that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as ''inorganic chemistry''. Inorgan ...

with the formula (NH₄)₂S₂O₈. It is a colourless (white)

salt In common usage, salt is a mineral composed primarily of sodium chloride (NaCl). When used in food, especially in granulated form, it is more formally called table salt. In the form of a natural crystalline mineral, salt is also known as r ...

that is highly soluble in water, much more so than the related

potassium salt In chemistry, a salt or ionic compound is a chemical compound consisting of an assembly of positively charged ions (cations) and negatively charged ions (anions), which results in a compound with no net electric charge (electrically neutral). T ...

. It is a strong

oxidizing agent An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ''electron donor''). In ot ...

that is used as a catalyst in

polymer chemistry Polymer chemistry is a sub-discipline of chemistry that focuses on the structures, chemical synthesis, and chemical and physical properties of polymers and macromolecules. The principles and methods used within polymer chemistry are also applic ...

, as an

etchant Etching is a printmaking technique in art. Etching may also refer to: * Etching (microfabrication), a process in producing microelectronics * Glass etching, a glass decoration technique * Chemical milling, or industrial etching * Photochemical ma ...

, and as a cleaning and

bleaching agent Bleach is the generic name for any chemical product that is used industrially or domestically to remove color from (i.e. to whiten) fabric or fiber (in a process called bleaching) or to disinfect after cleaning. It often refers specifically t ...

Preparation and structure

Ammonium persulfate is prepared by

electrolysis In chemistry and manufacturing, electrolysis is a technique that uses Direct current, direct electric current (DC) to drive an otherwise non-spontaneous chemical reaction. Electrolysis is commercially important as a stage in the separation of c ...

of a cold concentrated solution of either

ammonium sulfate Ammonium sulfate (American English and international scientific usage; ammonium sulphate in British English); (NH4)2SO4, is an inorganic salt with a number of commercial uses. The most common use is as a soil fertilizer. It contains 21% nitrogen a ...

ammonium bisulfate Ammonium bisulfate, also known as ammonium hydrogen sulfate, is a white, crystalline solid with the formula (NH4)HSO4. This salt is the product of the half-neutralization of sulfuric acid by ammonia. Production It is commonly collected as a bypro ...

sulfuric acid Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid (English in the Commonwealth of Nations, Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen, ...

at a high

current density In electromagnetism, current density is the amount of charge per unit time that flows through a unit area of a chosen cross section. The current density vector is defined as a vector whose magnitude is the electric current per cross-sectional ...

.F. Feher, "Potassium Peroxydisulfate" in Handbook of Preparative Inorganic Chemistry, 2nd Ed. Edited by G. Brauer, Academic Press, 1963, NY. Vol. 1. p. 390. The method was first described by

Hugh Marshall Hugh Marshall (7 January 1868 – 5 September 1913) was a Scottish chemist who discovered Persulfate, persulphates in 1891. He was the inventor of Marshall's acid. In 1902 he proposed the modified sign of equality which became standard in chem ...

. The ammonium, sodium, and potassium salts adopt very similar structures in the solid state, according to

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 ...

. In the ammonium salt, the O-O distance is 1.497Å. The sulfate groups are

tetrahedral In geometry, a tetrahedron (: tetrahedra or tetrahedrons), also known as a triangular pyramid, is a polyhedron composed of four triangular Face (geometry), faces, six straight Edge (geometry), edges, and four vertex (geometry), vertices. The tet ...

, with three short S-O distances near 1.44Å and one long S-O bond at 1.64Å.

Uses

As a source of

radicals Radical (from Latin: ', root) may refer to: Politics and ideology Politics *Classical radicalism, the Radical Movement that began in late 18th century Britain and spread to continental Europe and Latin America in the 19th century *Radical politics ...

, APS is mainly used as a

radical initiator In chemistry, radical initiators are substances that can produce radical species under mild conditions and promote radical reactions. These substances generally possess weak bonds—bonds that have small bond dissociation energies. Radical in ...

in the

polymerization In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many fo ...

of certain

alkene In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as Alpha-olefin, α-olefins. The Internationa ...

s. Commercially important polymers prepared using persulfates include

styrene-butadiene rubber Styrene-butadiene or styrene-butadiene rubber (SBR) describe families of synthetic rubbers derived from styrene and butadiene (the version developed by Goodyear is called Neolite). These materials have good abrasion resistance and good aging st ...

and

polytetrafluoroethylene Polytetrafluoroethylene (PTFE) is a synthetic fluoropolymer of tetrafluoroethylene, and has numerous applications because it is chemically inert. The commonly known brand name of PTFE-based composition is Teflon by Chemours, a corporate spin-of ...

. In solution, the

dianion A dianion is an anion with a net charge of −2. While there exist many stable molecular dianions, such as and , thus far no stable atomic dianion has been found: Electron shielding and other quantum mechanical effects tend to make the addition o ...

dissociates into radicals: : ₃SO–OSO₃sup>2− 2 O₄sup>•− Regarding its mechanism of action, the sulfate radical adds to the alkene to give a

sulfate ester In organosulfur chemistry, organosulfates are a class of organic compounds sharing a common functional group with the structure . The core is a sulfate group and the R group is any Organyl group, organic residue. All organosulfates are formally ...

radical. It is also used along with

tetramethylethylenediamine Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups. It is a colorless liquid, ...

to catalyze the polymerization of

acrylamide Acrylamide (or acrylic amide) is an organic compound with the chemical formula CH2=CHC(O)NH2. It is a white odorless solid, soluble in water and several organic solvents. From the chemistry perspective, acrylamide is a vinyl-substituted primary ...

in making a

polyacrylamide Polyacrylamide (abbreviated as PAM or pAAM) is a polymer with the formula (-CH2CHCONH2-). It has a linear-chain structure. PAM is highly water-absorbent, forming a soft gel when hydrated. In 2008, an estimated 750,000,000 kg were produced, ...

gel, hence being important for

SDS-PAGE SDS-PAGE (sodium dodecyl sulfate–polyacrylamide gel electrophoresis) is a Discontinuous electrophoresis, discontinuous electrophoretic system developed by Ulrich K. Laemmli which is commonly used as a method to separate proteins with molecular m ...

and

western blot The western blot (sometimes called the protein immunoblot), or western blotting, is a widely used analytical technique in molecular biology and immunogenetics to detect specific proteins in a sample of tissue homogenate or extract. Besides detect ...

. Illustrative of its powerful oxidizing properties, ammonium persulfate is used to etch

copper Copper is a chemical element; it has symbol Cu (from Latin ) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkish-orang ...

printed circuit boards A printed circuit board (PCB), also called printed wiring board (PWB), is a laminated sandwich structure of conductive and insulating layers, each with a pattern of traces, planes and other features (similar to wires on a flat surface) ...

as an alternative to

ferric chloride Iron(III) chloride describes the inorganic compounds with the formula (H2O)x. Also called ferric chloride, these compounds are some of the most important and commonplace compounds of iron. They are available both in anhydrous and in hydrated f ...

solution. This property was discovered many years ago. In 1908, John William Turrentine used a dilute ammonium persulfate solution to etch copper. Turrentine weighed copper spirals before placing the copper spirals into the ammonium persulfate solution for an hour. After an hour, the spirals were weighed again and the amount of copper dissolved by ammonium persulfate was recorded. This experiment was extended to other metals such as

nickel Nickel is a chemical element; it has symbol Ni and atomic number 28. It is a silvery-white lustrous metal with a slight golden tinge. Nickel is a hard and ductile transition metal. Pure nickel is chemically reactive, but large pieces are slo ...

cadmium Cadmium is a chemical element; it has chemical symbol, symbol Cd and atomic number 48. This soft, silvery-white metal is chemically similar to the two other stable metals in group 12 element, group 12, zinc and mercury (element), mercury. Like z ...

, and

iron Iron is a chemical element; it has symbol Fe () and atomic number 26. It is a metal that belongs to the first transition series and group 8 of the periodic table. It is, by mass, the most common element on Earth, forming much of Earth's o ...

, all of which yielded similar results. The oxidation equation is thus: (aq) + 2 → 2 (aq). Ammonium persulfate is a standard ingredient in hair bleach. Persulfates are used as

oxidants An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ''electron donor''). In ot ...

organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...

. For example, in the Minisci reaction and

Elbs persulfate oxidation The Elbs persulfate oxidation is the organic reaction of phenols with alkaline potassium persulfate to form '' para''-diphenols. The reaction is generally performed in water at room temperatures or below, using equimolar quantities of reagents. ...

Safety

Airborne dust containing ammonium persulfate may be irritating to

eye An eye is a sensory organ that allows an organism to perceive visual information. It detects light and converts it into electro-chemical impulses in neurons (neurones). It is part of an organism's visual system. In higher organisms, the ey ...

nose A nose is a sensory organ and respiratory structure in vertebrates. It consists of a nasal cavity inside the head, and an external nose on the face. The external nose houses the nostrils, or nares, a pair of tubes providing airflow through the ...

throat In vertebrate anatomy, the throat is the front part of the neck, internally positioned in front of the vertebrae. It contains the Human pharynx, pharynx and larynx. An important section of it is the epiglottis, separating the esophagus from the t ...

lung The lungs are the primary Organ (biology), organs of the respiratory system in many animals, including humans. In mammals and most other tetrapods, two lungs are located near the Vertebral column, backbone on either side of the heart. Their ...

and

skin Skin is the layer of usually soft, flexible outer tissue covering the body of a vertebrate animal, with three main functions: protection, regulation, and sensation. Other animal coverings, such as the arthropod exoskeleton, have different ...

upon contact. Exposure to high levels of dust may cause difficulty in breathing. It has been noted that persulfate salts are a major cause of

asthma Asthma is a common long-term inflammatory disease of the airways of the lungs. It is characterized by variable and recurring symptoms, reversible airflow obstruction, and easily triggered bronchospasms. Symptoms include episodes of wh ...

tic effects. Furthermore, it has been suggested that exposure to ammonium persulfate can cause asthmatic effects in hair dressers and receptionists working in the hairdressing industry. These asthmatic effects are proposed to be caused by the oxidation of

cysteine Cysteine (; symbol Cys or C) is a semiessential proteinogenic amino acid with the chemical formula, formula . The thiol side chain in cysteine enables the formation of Disulfide, disulfide bonds, and often participates in enzymatic reactions as ...

residues, as well as

methionine Methionine (symbol Met or M) () is an essential amino acid in humans. As the precursor of other non-essential amino acids such as cysteine and taurine, versatile compounds such as SAM-e, and the important antioxidant glutathione, methionine play ...

residues.

References

External links

International Chemical Safety Card 0632
{{E number infobox 920-929 Persulfates Peroxides Ammonium compounds Oxidizing agents