Sodium percarbonate

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Sodium percarbonate
Sodium-percarbonate-xtal-100K-2x2x2-3D-bs-17.png
Crystal structure at 100 K [1]
Names
IUPAC name
sodium carbonate—hydrogen peroxide (2/3)
Other names
Sodium carbonate peroxide, [2] sodium carbonate sesquiperhydrate, PCS, SPC, solid hydrogen peroxide, Sodium carbonate hydrogen peroxide, sodium carbonate peroxyhydrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.036.082 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 239-707-6
PubChem CID
RTECS number
  • FG0750000
UNII
UN number 3378
  • InChI=1S/CH2O4.Na/c2-1(3)5-4;/h4H,(H,2,3);/q;+1/p-1 Yes check.svgY
    Key: MWNQXXOSWHCCOZ-UHFFFAOYSA-M Yes check.svgY
  • InChI=1S/CH2O4.Na/c2-1(3)5-4;/h4H,(H,2,3);/q;+1/p-1
    Key: MWNQXXOSWHCCOZ-REWHXWOFAO
  • Key: MWNQXXOSWHCCOZ-UHFFFAOYSA-M
  • [Na+].[O-]C(=O)OO
Properties
Na2CO3·1.5 H2O2
Molar mass 156.982 g/mol
AppearanceWhite solid
150 g/l
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant, oxidizer
Flash point Non-flammable
Related compounds
Other anions
Sodium carbonate
Sodium bicarbonate
Other cations
Calcium percarbonate
Magnesium percarbonate
Related compounds
Sodium perborate
Sodium persulfate
Sodium perphosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sodium percarbonate or sodium carbonate peroxide is a chemical substance with empirical formula Na2H3CO6. It is an adduct of sodium carbonate ("soda ash" or "washing soda") and hydrogen peroxide (that is, a perhydrate) whose formula is more properly written as 2 Na2CO3· 3 H2O2. It is a colorless, crystalline, hygroscopic and water-soluble solid. [3] It is sometimes abbreviated as SPC. It contains 32.5% by weight of hydrogen peroxide.

Contents

The product is used in some eco-friendly bleaches and other cleaning products. [3]

History

Sodium percarbonate was first prepared in 1899 by Ukrainian chemist Sebastian Moiseevich Tanatar (7 October 1849 – 30 November 1917). [4]

Structure

At room temperature, solid sodium percarbonate has the orthorhombic crystal structure, with the Cmca crystallographic space group. The structure changes to Pbca as the crystals are cooled below about −30 °C. [1]

Chemistry

Dissolved in water, sodium percarbonate yields a mixture of hydrogen peroxide (which eventually decomposes to water and oxygen), sodium cations (Na+
), and carbonate (CO2−
3
). [3] [5]

2 Na2CO3· 3 H2O2 → 3 H2O2 + 4 Na+ + 2 CO2−3
2 H2O2 → 2 H2O + O2

Production

Sodium percarbonate is produced industrially by crystallization of a solution of sodium carbonate and hydrogen peroxide, with proper control of the pH and concentrations. [6] [1] [7] This is also a convenient laboratory method.

Alternatively, dry sodium carbonate may be treated directly with concentrated hydrogen peroxide solution. [8]

It may also be formed from a process starting from sodium peroxide; when absolute ethyl alcohol reacts with sodium peroxide at 0 °C, a perhydroxide is produced.[ citation needed ]

C2H5OH + Na2O2 → O:NaOH + C2H5ONa

Carbon dioxide converts it into sodium hydrogen percarbonate.

World production capacity of this compound was estimated at several hundred thousand tons for 2004. [9]

Uses

As an oxidizing agent, sodium percarbonate is an ingredient in a number of home and laundry cleaning products, including non-chlorine bleach products such as Oxyper, OxiClean, Tide laundry detergent, [3] and Vanish. [5]

Many commercial products mix a percentage of sodium percarbonate with sodium carbonate. The average "Oxy" product in the supermarket contains 35–40% sodium percarbonate with about 5% active oxygen when titrated.

Sodium percarbonate is also used as a cleaning agent in homebrewing. [10]

Sodium percarbonate can be used in organic synthesis as a convenient source of anhydrous H2O2, in particular in solvents that cannot dissolve the carbonate but can leach the H2O2 out of it. [11] A method for generating trifluoroperacetic acid in situ for use in Baeyer–Villiger oxidations from sodium percarbonate and trifluoroacetic anhydride has been reported; it provides a convenient and cheap approach to this reagent without the need to obtain highly concentrated hydrogen peroxide. [12] [13]

Related Research Articles

<span class="mw-page-title-main">Hydrogen peroxide</span> Chemical compound

Hydrogen peroxide is a chemical compound with the formula H2O2. In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution in water for consumer use and in higher concentrations for industrial use. Concentrated hydrogen peroxide, or "high-test peroxide", decomposes explosively when heated and has been used as both a monopropellant and an oxidizer in rocketry.

<span class="mw-page-title-main">Acetone peroxide</span> Chemical compound

Acetone peroxide is an organic peroxide and a primary explosive. It is produced by the reaction of acetone and hydrogen peroxide to yield a mixture of linear monomer and cyclic dimer, trimer, and tetramer forms. The monomer is dimethyldioxirane. The dimer is known as diacetone diperoxide (DADP). The trimer is known as triacetone triperoxide (TATP) or tri-cyclic acetone peroxide (TCAP). Acetone peroxide takes the form of a white crystalline powder with a distinctive bleach-like odor when impure, or a fruit-like smell when pure, and can explode powerfully if subjected to heat, friction, static electricity, concentrated sulfuric acid, strong UV radiation, or shock. Until about 2015, explosives detectors were not set to detect non-nitrogenous explosives, as most explosives used preceding 2015 were nitrogen-based. TATP, being nitrogen-free, has been used as the explosive of choice in several terrorist bomb attacks since 2001.

<span class="mw-page-title-main">Hydrogen peroxide–urea</span> Chemical compound

Hydrogen peroxide–urea is a white crystalline solid chemical compound composed of equal amounts of hydrogen peroxide and urea. It contains solid and water-free hydrogen peroxide, which offers a higher stability and better controllability than liquid hydrogen peroxide when used as an oxidizing agent. Often called carbamide peroxide in dentistry, it is used as a source of hydrogen peroxide when dissolved in water for bleaching, disinfection and oxidation.

<span class="mw-page-title-main">OxiClean</span> American brand of household cleaners

OxiClean is an American brand of household cleaners, including OxiClean Versatile Stain Remover, which is a laundry additive, spot stain remover, and household cleaner marketed by Church & Dwight. It was formerly owned by Orange Glo International from its introduction in 1997 until it was acquired in 2006.

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

Potassium superoxide is an inorganic compound with the formula KO2. It is a yellow paramagnetic solid that decomposes in moist air. It is a rare example of a stable salt of the superoxide anion. It is used as a CO2 scrubber, H2O dehumidifier, and O2 generator in rebreathers, spacecraft, submarines, and spacesuits.

<span class="mw-page-title-main">Peroxy acid</span> Organic acid with an −OOH group

A peroxy acid is an acid which contains an acidic −OOH group. The two main classes are those derived from conventional mineral acids, especially sulfuric acid, and the peroxy derivatives of organic carboxylic acids. They are generally strong oxidizers.

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

Sodium peroxide is an inorganic compound with the formula Na2O2. This yellowish solid is the product of sodium ignited in excess oxygen. It is a strong base. This metal peroxide exists in several hydrates and peroxyhydrates including Na2O2·2H2O2·4H2O, Na2O2·2H2O, Na2O2·2H2O2, and Na2O2·8H2O. The octahydrate, which is simple to prepare, is white, in contrast to the anhydrous material.

meta-Chloroperoxybenzoic acid is a peroxycarboxylic acid. It is a white solid often used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material.

The Baeyer–Villiger oxidation is an organic reaction that forms an ester from a ketone or a lactone from a cyclic ketone, using peroxyacids or peroxides as the oxidant. The reaction is named after Adolf von Baeyer and Victor Villiger who first reported the reaction in 1899.

Sodium perborate is chemical compound whose chemical formula may be written NaH2BO4, Na2H4B2O8, or, more properly, [Na+]2[B2O4(OH)4]2−. Its name is sometimes abbreviated as PBS.

Peracetic acid (also known as peroxyacetic acid, or PAA) is an organic compound with the formula CH3CO3H. This peroxy acid is a colorless liquid with a characteristic acrid odor reminiscent of acetic acid. It can be highly corrosive.

<span class="mw-page-title-main">Dakin oxidation</span> Organic redox reaction that converts hydroxyphenyl aldehydes or ketones into benzenediols

The Dakin oxidation (or Dakin reaction) is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde (2-hydroxybenzaldehyde or 4-hydroxybenzaldehyde) or ketone reacts with hydrogen peroxide (H2O2) in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidised, whereas the H2O2 is reduced.

<span class="mw-page-title-main">Sodium methoxide</span> Ionic organic compound (CH3ONa)

Sodium methoxide is the simplest sodium alkoxide. With the formula CH3ONa, it is a white solid, which is formed by the deprotonation of methanol. It is a widely used reagent in industry and the laboratory. It is also a dangerously caustic base.

<span class="mw-page-title-main">Bleach</span> Chemicals used to whiten or disinfect

Bleach is the generic name for any chemical product that is used industrially or domestically to remove color from fabric or fiber or to disinfect after cleaning. It often refers specifically to a dilute solution of sodium hypochlorite, also called "liquid bleach".

The Fleming–Tamao oxidation, or Tamao–Kumada–Fleming oxidation, converts a carbon–silicon bond to a carbon–oxygen bond with a peroxy acid or hydrogen peroxide. Fleming–Tamao oxidation refers to two slightly different conditions developed concurrently in the early 1980s by the Kohei Tamao and Ian Fleming research groups.

Pyridine-<i>N</i>-oxide Chemical compound

Pyridine-N-oxide is the heterocyclic compound with the formula C5H5NO. This colourless, hygroscopic solid is the product of the oxidation of pyridine. It was originally prepared using peroxyacids as the oxidising agent. The compound is used infrequently as an oxidizing reagent in organic synthesis.

<span class="mw-page-title-main">Peroxycarbonate</span> Polyatomic anion

In chemistry, peroxycarbonate or percarbonate is a divalent anion with formula CO2−
4
. It is an oxocarbon anion that consists solely of carbon and oxygen. It would be the anion of a hypothetical peroxycarbonic acidHO−CO−O−OH. or the real hydroperoxyformic acid, HO−O−CO−OH.

<span class="mw-page-title-main">Trifluoroperacetic acid</span> Chemical compound

Trifluoroperacetic acid is an organofluorine compound, the peroxy acid analog of trifluoroacetic acid, with the condensed structural formula CF
3
COOOH
. It is a strong oxidizing agent for organic oxidation reactions, such as in Baeyer–Villiger oxidations of ketones. It is the most reactive of the organic peroxy acids, allowing it to successfully oxidise relatively unreactive alkenes to epoxides where other peroxy acids are ineffective. It can also oxidise the chalcogens in some functional groups, such as by transforming selenoethers to selones. It is a potentially explosive material and is not commercially available, but it can be quickly prepared as needed. Its use as a laboratory reagent was pioneered and developed by William D. Emmons.

<span class="mw-page-title-main">Metal peroxide</span> Metal-containing compounds with peroxide (O2) ions/groups

In chemistry, metal peroxides are metal-containing compounds with ionically- or covalently-bonded peroxide groups. This large family of compounds can be divided into ionic and covalent peroxide. The first class mostly contains the peroxides of the alkali and alkaline earth metals whereas the covalent peroxides are represented by such compounds as hydrogen peroxide and peroxymonosulfuric acid. In contrast to the purely ionic character of alkali metal peroxides, peroxides of transition metals have a more covalent character.

<span class="mw-page-title-main">Peroxymonophosphoric acid</span> Oxyacid of phosphorus

Peroxymonophosphoric acid is an oxyacid of phosphorus. It is a colorless viscous oil. Its salts are called peroxymonophosphates. Another peroxyphosphoric acid is peroxydiphosphoric acid, H4P2O8.

References

  1. 1 2 3 R. G. Pritchard & E. Islam (2003). "Sodium percarbonate between 293 and 100 K". Acta Crystallographica Section B . B59 (5): 596–605. doi:10.1107/S0108768103012291. PMID   14586079.
  2. "Substance Name: Sodium carbonate peroxide" . Retrieved 2021-09-09.
  3. 1 2 3 4 Craig W. Jones (1999). Applications of hydrogen peroxide and derivatives. Royal Society of Chemistry. ISBN   0-85404-536-8.
  4. Tanatar, S. (1899). "Percarbonate". Berichte der Deutschen Chemischen Gesellschaft zu Berlin (in German). 32 (2): 1544–1546. doi:10.1002/cber.18990320233.
  5. 1 2 "Oxygen-based bleaches Archived 2012-01-24 at the Wayback Machine ", The Royal Society of Chemistry, and Reckitt Benckiser (the manufacturers of Vanish).
  6. J. M. Adams and R. G. Pritchard (1977): "The crystal structure of sodium percarbonate: an unusual layered solid". Acta Crystallographica Section B, volume B33, issue 12, pages 3650–3653. doi : 10.1107/S0567740877011790
  7. Alun P. James, Graham R. Horne, Richard Roesler, and others (1997): "Process for producing sodium percarbonate". US Patent US6231828B1, priority date 1997-03-26.
  8. Sang Ryul Kim, Chong Yun Kwag, Hwan Kee Heo, Jong-Pill Lee (1996): "Process for manufacturing granular sodium percarbonate". US Patent US5851420A, priority date 1996-02-29
  9. Harald Jakob, Stefan Leininger, Thomas Lehmann, Sylvia Jacobi, Sven Gutewort. "Peroxo Compounds, Inorganic". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_177.pub2. ISBN   978-3527306732.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
  10. "Sodium Percarbonate". MoreBeer.com. Retrieved 26 June 2020.
  11. McKillop, A (1995). "Sodium perborate and sodium percarbonate: Cheap, safe and versatile oxidising agents for organic synthesis". Tetrahedron. 51 (22): 6145–6166. doi:10.1016/0040-4020(95)00304-Q.
  12. Kang, Ho-Jung; Jeong, Hee-Sun (1996). "New Method of Generating Trifluoroperoxyacetic acid for the Baeyer-Villiger Reaction". Bull. Korean Chem. Soc. 17 (1): 5–6.
  13. Caster, Kenneth C.; Rao, A. Somasekar; Mohan, H. Rama; McGrath, Nicholas A.; Brichacek, Matthew (2012). "Trifluoroperacetic Acid". Encyclopedia of Reagents for Organic Synthesis. e-EROS Encyclopedia of Reagents for Organic Synthesis . doi:10.1002/047084289X.rt254.pub2. ISBN   978-0471936237.