Sodium hypobromite

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Sodium hypobromite
NaOBr.svg
Names
IUPAC name
Sodium hypobromite
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.034.096 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 237-520-4
PubChem CID
UNII
  • InChI=1S/BrO.Na/c1-2;/q-1;+1
    Key: CRWJEUDFKNYSBX-UHFFFAOYSA-N
  • [O-]Br.[Na+]
Properties
NaOBr
Molar mass 118.893 g·mol−1
Appearanceorange solid
Related compounds
Other anions
Related compounds
Hypobromous acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sodium hypobromite is an inorganic compound with the chemical formula Na O Br . It is a sodium salt of hypobromous acid. It consists of sodium cations Na+ and hypobromite anions OBr. It is usually obtained as the pentahydrate, so the compound that is usually called sodium hypobromite actually has the formula NaBrO·5H2O. It is a yellow-orange solid that is soluble in water. It adopts a monoclinic crystal structure with a Br–O bond length of 1.820 Å. [1] It is the bromine analogue of sodium hypochlorite, the active ingredient in common bleach. In practice the salt is usually encountered as an aqueous solution.

Sodium hypobromite arises by treatment of aqueous solution of bromine with base: [2]

Br2 + 2 NaOH → NaBr + NaOBr + H2O

It can be prepared in situ for use as a reagent, such as in the synthesis of 3-aminopyridine from nicotinamide [3] (Hofmann rearrangement).

Synthesis of 3-Aminopyridine.gif

Related Research Articles

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Hydroxide is a diatomic anion with chemical formula OH. It consists of an oxygen and hydrogen atom held together by a single covalent bond, and carries a negative electric charge. It is an important but usually minor constituent of water. It functions as a base, a ligand, a nucleophile, and a catalyst. The hydroxide ion forms salts, some of which dissociate in aqueous solution, liberating solvated hydroxide ions. Sodium hydroxide is a multi-million-ton per annum commodity chemical. The corresponding electrically neutral compound HO is the hydroxyl radical. The corresponding covalently bound group –OH of atoms is the hydroxy group. Both the hydroxide ion and hydroxy group are nucleophiles and can act as catalysts in organic chemistry.

<span class="mw-page-title-main">Hypochlorite</span> Ion

In chemistry, hypochlorite, or chloroxide is an anion with the chemical formula ClO. It combines with a number of cations to form hypochlorite salts. Common examples include sodium hypochlorite and calcium hypochlorite. The Cl-O distance in ClO is 1.69 Å.

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

Hydrogen bromide is the inorganic compound with the formula HBr. It is a hydrogen halide consisting of hydrogen and bromine. A colorless gas, it dissolves in water, forming hydrobromic acid, which is saturated at 68.85% HBr by weight at room temperature. Aqueous solutions that are 47.6% HBr by mass form a constant-boiling azeotrope mixture that boils at 124.3 °C (255.7 °F). Boiling less concentrated solutions releases H2O until the constant-boiling mixture composition is reached.

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

Sodium thiosulfate is an inorganic compound with the formula Na2S2O3·(H2O)(x). Typically it is available as the white or colorless pentahydrate. It is a white solid that dissolves well in water. The compound is a reducing agent and a ligand, and these properties underpin its applications.

<span class="mw-page-title-main">Sodium bromide</span> Inorganic salt: NaBr

Sodium bromide is an inorganic compound with the formula NaBr. It is a high-melting white, crystalline solid that resembles sodium chloride. It is a widely used source of the bromide ion and has many applications.

<span class="mw-page-title-main">Perbromate</span> Ion

In chemistry, the perbromate ion is the anion having the chemical formula BrO
4
. It is an oxyanion of bromine, the conjugate base of perbromic acid, in which bromine has the oxidation state +7. Unlike its chlorine and iodine analogs, it is difficult to synthesize. It has tetrahedral molecular geometry.

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

Sodium periodate is an inorganic salt, composed of a sodium cation and the periodate anion. It may also be regarded as the sodium salt of periodic acid. Like many periodates, it can exist in two different forms: sodium metaperiodate (formula‍ NaIO4) and sodium orthoperiodate (normally Na2H3IO6, but sometimes the fully reacted salt Na5IO6). Both salts are useful oxidising agents.

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

Sodium dithiophosphate is the salt with the formula Na3PS2O2. It is usually supplied as the hydrated solid or as an aqueous solution together with other thiophosphates such as sodium monothiophosphate and sodium trithiophosphate. It is a colorless compound, but commercial samples can appear dark owing to the presence of impurities. It is used to facilitate the isolation of molybdenum from its ores.

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

Sodium bromate, the inorganic compound with the chemical formula of NaBrO3, is the sodium salt of bromic acid. It is a strong oxidant.

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.

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

Hypobromous acid is an inorganic compound with chemical formula of HOBr. It is a weak, unstable acid. It is mainly produced and handled in an aqueous solution. It is generated both biologically and commercially as a disinfectant. Salts of hypobromite are rarely isolated as solids.

<span class="mw-page-title-main">Zinc bromide</span> Chemical compound

Zinc bromide (ZnBr2) is an inorganic compound with the chemical formula ZnBr2. It is a colourless salt that shares many properties with zinc chloride (ZnCl2), namely a high solubility in water forming acidic solutions, and good solubility in organic solvents. It is hygroscopic and forms a dihydrate ZnBr2·2H2O.

<span class="mw-page-title-main">Hypobromite</span> Ion, and compounds containing the ion

The hypobromite ion, also called alkaline bromine water, is BrO. Bromine is in the +1 oxidation state. The Br–O bond length is 1.82 Å. Hypobromite is the bromine compound analogous to hypochlorites found in common bleaches, and in immune cells. In many ways, hypobromite functions in the same manner as hypochlorite, and is also used as a germicide and antiparasitic in both industrial applications, and in the immune system.

Bromine compounds are compounds containing the element bromine (Br). These compounds usually form the -1, +1, +3 and +5 oxidation states. Bromine is intermediate in reactivity between chlorine and iodine, and is one of the most reactive elements. Bond energies to bromine tend to be lower than those to chlorine but higher than those to iodine, and bromine is a weaker oxidising agent than chlorine but a stronger one than iodine. This can be seen from the standard electrode potentials of the X2/X couples (F, +2.866 V; Cl, +1.395 V; Br, +1.087 V; I, +0.615 V; At, approximately +0.3 V). Bromination often leads to higher oxidation states than iodination but lower or equal oxidation states to chlorination. Bromine tends to react with compounds including M–M, M–H, or M–C bonds to form M–Br bonds.

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

Sodium perrhenate (also known as sodium rhenate(VII)) is the inorganic compound with the formula NaReO4. It is a white salt that is soluble in water. It is a common precursor to other rhenium compounds. Its structure resembles that of sodium perchlorate and sodium permanganate.

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

Bromous acid is the inorganic compound with the formula of HBrO2. It is an unstable compound, although salts of its conjugate base – bromites – have been isolated. In acidic solution, bromites decompose to bromine.

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

Bromine dioxide is the chemical compound composed of bromine and oxygen with the formula BrO2. It forms unstable yellow to yellow-orange crystals. It was first isolated by R. Schwarz and M. Schmeißer in 1937 and is hypothesized to be important in the atmospheric reaction of bromine with ozone. It is similar to chlorine dioxide, the dioxide of its halogen neighbor one period higher on the periodic table.

<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.

Sodium cyanate is the inorganic compound with the formula NaOCN. A white solid, it is the sodium salt of the cyanate anion.

<span class="mw-page-title-main">Dibromine trioxide</span> Chemical compound

Dibromine trioxide is the chemical compound composed of bromine and oxygen with the formula Br2O3. It is an orange solid that is stable below −40 °C. It has the structure Br−O−BrO2 (bromine bromate). It was discovered at 1993. The bond angle of Br−O−Br is 111.7°, the bond angle of O−Br=O is 103.1°, and the bond angle of O=Br=O is 107.6°. The Br−OBrO2 bond length is 1.845Å, the O−BrO2 bond length is 1.855Å, and the Br=O bond length is 1.612Å.

References

  1. Topić, Filip; Marrett, Joseph M.; Borchers, Tristan H.; Titi, Hatem M.; Barrett, Christopher J.; Friščić, Tomislav (2021). "After 200 Years: The Structure of Bleach and Characterization of Hypohalite Ions by Single-Crystal X-Ray Diffraction". Angew. Chem. Int. Ed. 60 (46): 24400–24405. doi:10.1002/anie.202108843. PMID   34293249. S2CID   236199263.
  2. Schmeisser, M. (1963). "Sodium Hypobromite". In Brauer, Georg (ed.). Handbook of Preparative Inorganic Chemistry. Vol. 1 (2nd ed.). New York: Academic Press. pp. 310–311. ISBN   9780323161275.
  3. Allen, C. F. H.; Wolf, Calvin N. (1950). "3-Aminopyridine". Organic Syntheses . 30: 3. doi:10.15227/orgsyn.030.0003 ; Collected Volumes, vol. 4, p. 45.