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Dioxirane information


Dioxirane
Names
Preferred IUPAC name
Dioxirane
Systematic IUPAC name
Dioxacyclopropane
Other names
1,2-Dioxacyclopropane
Methylene peroxide
Peroxymethane
Identifiers
CAS Number
  • 157-26-6 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 396025 ☒N
PubChem CID
  • 449520
CompTox Dashboard (EPA)
  • DTXSID40166179 Edit this at Wikidata
InChI
  • InChI=1S/CH2O2/c1-2-3-1/h1H2 ☒N
    Key: ASQQEOXYFGEFKQ-UHFFFAOYSA-N ☒N
  • InChI=1/CH2O2/c1-2-3-1/h1H2
    Key: ASQQEOXYFGEFKQ-UHFFFAOYAK
SMILES
  • C1OO1
Properties
Chemical formula
CH2O2
Molar mass 46.03 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

In chemistry, dioxirane (systematically named dioxacyclopropane, also known as methylene peroxide or peroxymethane) is an organic compound with formula CH
2
O
2
. The molecule consists of a ring with one methylene and two oxygen atoms. It is of interest as the smallest cyclic organic peroxide, but otherwise it is of little practical value.

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Dioxirane

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In chemistry, dioxirane (systematically named dioxacyclopropane, also known as methylene peroxide or peroxymethane) is an organic compound with formula...

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Epoxidation with dioxiranes

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Epoxidation with dioxiranes refers to the synthesis of epoxides from alkenes using three-membered cyclic peroxides, also known as dioxiranes. Dioxiranes are three-membered...

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Shi epoxidation

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fructose-derived catalyst (1). This reaction is thought to proceed via a dioxirane intermediate, generated from the catalyst ketone by oxone (potassium peroxymonosulfate)...

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Oxidation with dioxiranes

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Oxidation with dioxiranes refers to the introduction of oxygen into organic molecules through the action of a dioxirane. Dioxiranes are well known for...

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Dimethyldioxirane

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(DMDO) is the organic compound with the formula (CH3)2CO2. It is the dioxirane derived from acetone and can be considered as a monomer of acetone peroxide...

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CH2O2

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formula CH2O2 (molar mass: 46.03 g/mol) may refer to: Dihydroxymethylidene Dioxirane, an unstable cyclic peroxide Formic acid, an organic acid Methylenedioxy...

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Carbon trioxide

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symmetry point groups Cs, D3h, and C2v. The C2v state, consisting of a dioxirane, has been shown to be the ground state of the molecule. Carbon trioxide...

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Amine

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Ester

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Urea

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Difluorodioxirane

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is a rare, stable member of the dioxirane family, known for a single oxygen-oxygen bond (O-O). Unlike most dioxiranes that decompose quickly, difluorodioxirane...

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Ketone

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Benzene

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Potassium peroxymonosulfate

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Oxone converts ketones to dioxiranes. The synthesis of dimethyldioxirane (DMDO) from acetone is representative. Dioxiranes are versatile oxidising agents...

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Nitrate

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Functional group

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Methyldioxirane

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an organic chemical consisting of a methyl group as substituent on a dioxirane ring. It is a highly unstable structure that has been proposed as part...

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Acetal

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Carboxylic acid

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Heterocyclic compound

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heteroatoms Heteroatoms Saturated Unsaturated 2× Nitrogen Diaziridine Diazirine Nitrogen + oxygen Oxaziridine Oxazirine 2× Oxygen Dioxirane (highly unstable)...

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Alkyl nitrite

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Ethylene

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Alkane

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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Electrophile

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catalyst, a ketone, is oxidized by stoichiometric oxone to the active dioxirane form before proceeding in the catalytic cycle. Oxaziridines such as chiral...

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Ether

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Phenyl group

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Hydroxy group

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Sulfonic acid

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Acetal Alcohol Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Methylenedioxy carbonyl Acyl Acetyl Acryloyl Benzoyl Aldehyde...

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