Bis(2,4-dinitrophenyl) oxalate

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Bis(2,4-dinitrophenyl) oxalate
Bis(2,4-dinitrophenyl) oxalate.png
Bis(2,4-dinitrophenyl) oxalate 3D ball.png
Names
Preferred IUPAC name
Bis(2,4-dinitrophenyl) oxalate
Other names
Oxalic acid bis(2,4-dinitrophenyl) ester
Identifiers
3D model (JSmol)
AbbreviationsDNPO
ChemSpider
ECHA InfoCard 100.156.735 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C14H6N4O12/c19-13(29-11-3-1-7(15(21)22)5-9(11)17(25)26)14(20)30-12-4-2-8(16(23)24)6-10(12)18(27)28/h1-6H X mark.svgN
    Key: CBZOGAWUNMFXFQ-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C14H6N4O12/c19-13(29-11-3-1-7(15(21)22)5-9(11)17(25)26)14(20)30-12-4-2-8(16(23)24)6-10(12)18(27)28/h1-6H
    Key: CBZOGAWUNMFXFQ-UHFFFAOYAZ
  • O=C(Oc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O)C(=O)Oc2ccc([N+]([O-])=O)cc2[N+]([O-])=O
Properties
C14H6N4O12
Molar mass 422.218 g·mol−1
AppearanceWhite crystalline powder
Density 1.759 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bis (2,4-dinitrophenyl) oxalate (DNPO) is a source of 1,2-dioxetanedione, a chemical used in glow sticks. [1] Other chemicals related to DNPO used in glow sticks include bis(2,4,6-trichlorophenyl)oxalate (TCPO) and bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate (CPPO).

Related Research Articles

<span class="mw-page-title-main">Glow stick</span> Self-contained, short-term light-source

A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent plastic tube containing isolated substances that, when combined, make light through chemiluminescence. The light cannot be turned off and can be used only once. The used tube is then thrown away. Glow sticks are often used for recreation, such as for events, camping, outdoor exploration, and concerts. Glow sticks are also used for light in military and emergency services applications. Industrial uses include marine, transportation, and mining.

<span class="mw-page-title-main">Oxalic acid</span> Simplest dicarboxylic acid

Oxalic acid is an organic acid with the systematic name ethanedioic acid and chemical formula HO−C(=O)−C(=O)−OH, also written as (COOH)2 or (CO2H)2 or H2C2O4. It is the simplest dicarboxylic acid. It is a white crystalline solid that forms a colorless solution in water. Its name comes from the fact that early investigators isolated oxalic acid from flowering plants of the genus Oxalis, commonly known as wood-sorrels. It occurs naturally in many foods. Excessive ingestion of oxalic acid or prolonged skin contact can be dangerous.

<span class="mw-page-title-main">Oxalate</span> Any derivative of oxalic acid; chemical compound containing oxalate moiety

Oxalate is an anion with the chemical formula formula C2O2−4. This dianion is colorless. It occurs naturally, including in some foods. It forms a variety of salts, for example sodium oxalate, and several esters such as dimethyl oxalate. It is a conjugate base of oxalic acid. At neutral pH in aqueous solution, oxalic acid converts completely to oxalate.

<span class="mw-page-title-main">Oxalyl chloride</span> Chemical compound

Oxalyl chloride is an organic chemical compound with the formula Cl−C(=O)−C(=O)−Cl. This colorless, sharp-smelling liquid, the diacyl chloride of oxalic acid, is a useful reagent in organic synthesis.

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

Sodium oxalate, or disodium oxalate, is the sodium salt of oxalic acid with the formula Na2C2O4. It is a white, crystalline, odorless solid, that decomposes above 290 °C.

<span class="mw-page-title-main">9,10-Bis(phenylethynyl)anthracene</span> Chemical compound

9,10-Bis(phenylethynyl)anthracene (BPEA) is an aromatic hydrocarbon with the chemical formula is C30H18. It displays strong fluorescence and is used as a chemiluminescent fluorophore with high quantum efficiency.

<span class="mw-page-title-main">Bis(2,4,5-trichloro-6-(pentyloxycarbonyl)phenyl)oxalate</span> Chemical compound

Bis[2,4,5-trichloro-6-(pentyloxycarbonyl)phenyl]oxalate is a solid ester whose oxidation products are responsible for the chemiluminescence in a glowstick. It can be synthesized by reacting 2-carbopentoxy-3,5,6-trichlorophenol with oxalyl chloride.

<span class="mw-page-title-main">Barium oxalate</span> Chemical compound

Barium oxalate is a chemical compound with the chemical formula BaC2O4. It is a barium salt of oxalic acid. It consists of barium cations Ba2+ and oxalate anions C2O2−4. It is a white odorless powder that is sometimes used as a green pyrotechnic colorant generally in specialized pyrotechnic compositions containing magnesium metal powder. Flame color is rich and vivid without additional chlorine donors. Such compositions burn rate is satisfied without commonly used oxidizers as nitrates, chlorates and perchlorates.

<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">Peroxyoxalate</span>

Peroxyoxalates are esters initially formed by the reaction of hydrogen peroxide with oxalate diesters or oxalyl chloride, with or without base, although the reaction is much faster with base:

DNPO may refer to:

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

TCPO, or bis(2,4,6-trichlorophenyl) oxalate, is a chemical used in some types of glow sticks.

<span class="mw-page-title-main">2-Chloro-9,10-diphenylanthracene</span> Chemical compound

2-Chloro-9,10-diphenylanthracene is a fluorescent dye used in glow sticks for a blue-green glow. It is a chlorinated derivative of 9,10-diphenylanthracene.

<span class="mw-page-title-main">Cobalt(II) oxalate</span> Chemical compound

Cobalt(II) oxalate is the inorganic compound with the formula of CoC2O4. Like other simple inorganic oxalates, it is a coordination polymer. The oxalate ligands bridge of Co(OH2)2 centres. Each cobalt adopts octahedral coordination geometry.

<span class="mw-page-title-main">Ammonium oxalate</span> Chemical compound

Ammonium oxalate is a chemical compound with the chemical formula [NH4]2C2O4. Its formula is often written as (NH4)2C2O4 or (COONH4)2. It is an ammonium salt of oxalic acid. It consists of ammonium cations ([NH4]+) and oxalate anions (C2O2−4). The structure of ammonium oxalate is ([NH4]+)2[C2O4]2−. Ammonium oxalate sometimes comes as a monohydrate ([NH4]2C2O4·H2O). It is a colorless or white salt under standard conditions and is odorless and non-volatile. It occurs in many plants and vegetables.

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

Tetrachlorvinphos is an organophosphate insecticide used to kill fleas and ticks.

<span class="mw-page-title-main">Caesium oxalate</span> Chemical compound

Caesium oxalate (standard IUPAC spelling) dicesium oxalate, or cesium oxalate (American spelling) is the oxalate of caesium. Caesium oxalate has the chemical formula of Cs2C2O4.

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

Glowmatography is a laboratory technique for the separation of dyes present in solutions contained in glow sticks. The chemical components of such solutions can be chromatographically separated into polar and nonpolar components. Developed as a laboratory class experiment, it can be used to demonstrate chemistry concepts of polarity, chemical kinetics, and chemiluminescence.

The borate oxalates are chemical compounds containing borate and oxalate anions. Where the oxalate group is bound to the borate via oxygen, a more condensed anion is formed that balances less cations. These can be termed boro-oxalates, bis(oxalato)borates, or oxalatoborates or oxalate borates. The oxalatoborates are heterocyclic compounds with a ring containing -O-B-O-. Bis(oxalato)borates are spiro compounds with rings joined at the boron atom.

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

Transition metal oxalate complexes are coordination complexes with oxalate (C2O42−) ligands. Some are useful commercially, but the topic has attracted regular scholarly scrutiny. Oxalate (C2O42-) is a kind of dicarboxylate ligand. As a small, symmetrical dinegative ion, oxalate commonly forms five-membered MO2C2 chelate rings. Mixed ligand complexes are known, e.g., [Co(C2O4)(NH3)4]κ+.

References

  1. "DNPO - a Chemiluminescent Rainbow Other". University of Leeds.