Structure via PubChem · Public domain (PubChem)
ジメチルジオキシラン
Sign in to saveAlso known as DMDO, acetone peroxide monomer, monoacetone peroxide, propane-2,2-diyl peroxide
Dimethyldioxirane (DMDO) is the organic compound with the formula . It is the dioxirane derived from acetone and can be viewed as the monomer of acetone peroxide. It is a powerful selective oxidizing agent that finds some use in organic synthesis. It is known only in the form of a dilute solution, usually in acetone, and hence the properties of the pure material are largely unknown.
Chemical data
- Formula
- C3H6O2
- Molecular weight
- 74.08 g/mol
- IUPAC name
- 3,3-dimethyldioxirane
- SMILES
- CC1(OO1)C
- InChIKey
- FFHWGQQFANVOHV-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 25.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
182 papers- The dimethyldioxirane-mediated oxidation of phenylethyne.Organic & biomolecular chemistry · 2005
- Ceramide-epoxides.Chemistry and physics of lipids · 2001
- Molecular Dynamics of Dimethyldioxirane C-H Oxidation.Journal of the American Chemical Society · 2016
- Stepwise and Microemulsions Epoxidation of Limonene by Dimethyldioxirane: A Comparative Study.ACS omega · 2022
- Kinetics of the epoxidation of geraniol and model systems by dimethyldioxirane.Molecules (Basel, Switzerland) · 2004
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 74.037
Show 4 more facts
- canonical SMILES
- CC1(OO1)C
- chemical formula
- C₃H₆O₂
- subject has role
- oxidizing agent
- Commons category
- Dimethyldioxirane
via Wikidata · CC0
Article · 日本語
ジメチルジオキシラン (dimethyldioxirane) とは、有機化合物の一種で、有機合成において用いられる酸化剤。アセトン分子のC=O二重結合に酸素が付加して −C−O−O− 3員環（ジオキシラン環）となった構造を持つ化合物。DDOの略称で呼ばれる。他にDMD, DMDOなど。 酸素−酸素結合と3員環が不安定である点と、酸素を失った後に生成するアセトンが安定な分子である点から、ジメチルジオキシランはさまざまな化合物に速やかに酸素原子を与える酸化剤として優れる。ジメチルジオキシランを用いた酸化反応の基質選択性は比較的高い場合が多い。
Abstract from DBpedia / Wikipedia · CC BY-SA