DIMETHYLDIOXIRANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H6O2
Molecular Weight	74.0785
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)OO1

InChI

InChIKey=FFHWGQQFANVOHV-UHFFFAOYSA-N

InChI=1S/C3H6O2/c1-3(2)4-5-3/h1-2H3

HIDE SMILES / InChI

Molecular Formula	C3H6O2
Molecular Weight	74.0785
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Efficient control of the diastereoselectivity and regioselectivity in the singlet-oxygen ene reaction of chiral oxazolidine-substituted alkenes by a remote urea NH functionality: comparison with dimethyldioxirane and m-chloroperbenzoic acid epoxidations.	2001 Aug 1	11472150
Conversions by dimethyldioxirane of 1-alkylbenzotriazoles into their N-oxides and of 2-alkylbenzotriazoles into 2-alkyl-trans-4,5,6,7-diepoxy-4,5,6,7-tetrahydrobenzotriazoles.	2001 Aug 10	11485487
Oxidation of nitrobenzylic carbanions with dimethyldioxirane. new synthesis of quinomethanes and nitrobenzylic carbinols. First examples of methylation of carbanions with dimethyldioxirane.	2001 Jul 27	11463251
Approaches to the synthesis of some tyrosine-derived marine sponge metabolites: synthesis of verongamine and purealidin N.	2001 May 4	11325276
Molecule-induced alkane homolysis with dioxiranes.	2001 Nov 14	11697967
Reaction of 4',5'-epoxynucleosides with carbon nucleophiles: stereoselective synthesis of 4'-C-carbon-substituted nucleosides.	2002	12903141
The effect of substitutents on the strain energies of small ring compounds.	2002 Apr 19	11950305
Mechanism of the oxidation of sulfides by dioxiranes. 1. Intermediacy of a 10-S-4 hypervalent sulfur adduct.	2002 Aug 7	12149020
Effect of geminal substitution on the strain energy of dioxiranes. Origin of the low ring strain of dimethyldioxirane.	2002 May 31	12027708
A concise total synthesis of (+)-FR900482 and (+)-FR66979.	2004 Apr 16	15074934
Studies on the chemopreventive potentials of vegetable oils and unsaturated fatty acids against breast cancer carcinogenesis at initiation.	2004 Aug	15554550
Synthesis of the 1,6,8-trioxadispiro[4.1.5.2]tetradec-11-ene ring system present in the spirolide family of shellfish toxins and its conversion into a 1,6,8-trioxadispiro[4.1.5.2]-tetradec-9-en-12-ol via base-induced rearrangement of an epoxide.	2004 Dec 21	15592615
Reversible disulfur monoxide (S2O)-forming retro-Diels-Alder reaction. disproportionation of S2O to trithio-ozone (S3) and sulfur dioxide (SO2) and reactivities of S2O and S3.	2004 Jul 28	15264842
Synthesis of 3alpha,7alpha,14alpha-trihydroxy-5beta-cholan-24-oic acid: a potential primary bile acid in vertebrates.	2004 Mar	14993766
Ring opening of nucleoside 1',2'-epoxides with organoaluminum reagents: stereoselective entry to ribonucleosides branched at the anomeric position.	2004 Mar 19	15058925
Concerning the efficient conversion of epoxy alcohols into epoxy ketones using dioxiranes.	2004 Nov 26	15549832
Synthesis and properties of a dithiirane trans-1,2-dioxide, a three-membered vic-disulfoxide.	2006 Jan 5	16381575
Bicyclic beta-Hydroxytetrahydrofurans as precursors of medium ring keto-lactones.	2007 Apr 13	17362043
An investigation by means of correlation analysis into the mechanisms of oxidation of aryl methyl sulfides and sulfoxides by dimethyldioxirane in various solvents.	2008 Feb 21	18264576
Reactive intermediates from DMDO oxidation of ynamides. Trapping of a de novo chiral push-pull carbene via cyclopropanation.	2008 Feb 21	18198881
DMD mediated formal synthesis of (+/-)-coerulescine.	2009 Jun	19634325
Structural perturbations induced by the alpha-anomer of the aflatoxin B(1) formamidopyrimidine adduct in duplex and single-strand DNA.	2009 Nov 11	19831353
Preparation, X-ray structure, and oxidative reactivity of N-(2-iodylphenyl)tosylamides and 2-iodylphenyl tosylate: iodylarenes stabilized by ortho-substitution with a sulfonyl group.	2009 Nov 6	19795852
Silyl-substituted spirodiepoxides: stereoselective formation and regioselective opening.	2009 Oct 15	19810767
Analysis of residual chemicals on filtering facepiece respirators after decontamination.	2010 Aug	20526947
Regioselective control in the oxidative cleavage of 4,6-O-benzylidene acetals of glycopyranosides by dimethyldioxirane.	2010 Mar 5	20136154

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:46:47 GMT 2023` Edited by `admin` on `Fri Dec 15 19:46:47 GMT 2023`
Record UNII	R5RAT196DJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMETHYLDIOXIRANE

Systematic Name

English

DIMETHYLDIOXIRANE [MI]

Common Name

English

Code System Code Type Description

CAS

74087-85-7