What does DMDO DO?

What does DMDO DO?

Uses. The most common use for DMDO is the oxidation of alkenes to epoxides. One particular advantage of using DMDO is that the only byproduct of oxidation is acetone, a fairly innocuous and volatile compound. DMDO oxidations are particularly mild, sometimes allowing oxidations which might not otherwise be possible.

How do you make DMDO?

We have found that practical quantities of DMDO in acetone can be prepared by simple rotary evaporation of the Oxone/NaHCO3/acetone slurry with collection of the distillate in the bump bulb of the rotary evaporator. Using a 1-L round-bottomed flask, we could routinely prepare 2.1-2.3 mmol DMDO.

How do you make Dimethyldioxirane?

Preparation of Dimethyldioxirane. In a 1 mL volumetric test tube, a 0.7 M (Csol) solution of thioanisole in acetone-d6 is prepared, to a total volume of 1 mL (0.08 mL of thioanisole + 0.92 mL of acetone-d6). A 0.6 mL portion of this solution is transferred to a tube and chilled to ca. 10 °C in a dry ice/water bath.

Is DMDO soluble in water?

Dimethylsulfoxide (DMSO) is a colorless organosulfur solvent, which dissolves both polar and non-polar compounds and is miscible in a wide range of organic solvents as well as in water.

How do you make an epoxide from an alkene?

Treating an alkene with a “peroxyacid” (that’s a carboxylic acid containing an extra oxygen) leads to direct formation of an epoxide. A popular peroxyacid for this purpose is m-CPBA [m-chloroperoxybenzoic acid], although other peroxyacids of the general form RCO3H also find use.

Is DMF water soluble?

DMF is miscible with water. The vapour pressure at 20 °C is 3.5 hPa.

What is Hmpa in organic chemistry?

Infobox references. Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula [(CH3)2N]3PO. This colorless liquid is a useful reagent in organic synthesis.

What is dimethyldioxirane (DMDO)?

Dimethyldioxirane (DMDO), also referred to as Murray’s reagent in reference to Robert W. Murray, is a dioxirane derived from acetone and can be considered as a monomer of acetone peroxide. It is a powerful yet selective oxidizing agent which finds use in organic synthesis.

What is the yield of dimethyldioxirane from the caroate-acetone system?

Dimethyldioxirane generated in situ by the caroate-acetone system has been employed by Jeyaraman and Murray for the epoxidation of arenes to arene oxides 〈84JA2462〉. The yields reported for these reactions range from 5% (naphthalene) to 60% (phenanthrene).

How are dioxiranes prepared from ketones?

The dioxiranes are prepared from the corresponding ketones via reaction with an oxygen-transfer source, usually Oxone ® (KHSO 5) or hydrogen peroxide, the ketone in principle being a catalytic species.

What is the yield of epoxidation reaction with isolated DMD?

The yields reported for these reactions range from 5% (naphthalene) to 60% (phenanthrene). In a subsequent study the same authors reported the use of isolated DMD for the epoxidation of several other polycyclic aromatic hydrocarbons (PAH) with similar success 〈B-85MI 104-04, B-91MI 104-02, 94MI 104-02〉.