What does Dess-Martin do to an alcohol?

What does Dess-Martin do to an alcohol?

The Dess-Martin Periodinane (DMP), a hypervalent iodine compound, offers selective and very mild oxidation of alcohols to aldehydes or ketones. The oxidation is performed in dichloromethane or chloroform at room temperature, and is usually complete within 0.5 – 2 hours.

How do you work Dess-Martin Periodinane?

I used DMP to oxidize N-BOC amino ethanol. work up was done ,quenching was done with saturated sodium bicarbonate and sodium thiosulfate. H-NMR spectra shows presence of aromatic compounds while aldehyde was made . Also TLC is not good .

What does Dess-Martin do?

Dess–Martin periodinane (DMP) is a hypervalent iodine reagent used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones.

Is Dess-Martin Periodinane explosive?

In 1983, Dess and Martin published2 the preparation of the hypervalent iodine compound 35—Dess-Martin periodinane (DMP)—by treatment of o-iodoxybenzoic acid (36) with acetic anhydride and acetic acid. WARNING:DESS-MARTIN PERIODINANE IS AN EXPLOSIVE COMPOUND.

What does PCC stand for in chemistry?

PCC stands for Precipitated Calcium Carbonate—also known as purified, refined or synthetic calcium carbonate. It has the same chemical formula as other types of calcium carbonate, such as limestone, marble and chalk: CaCO3.

Is DMP a strong oxidizer?

Alcohols can be oxidized to aldehydes, ketones, and carboxylic acids depending on their structure and the type of oxidizing agent. In general, we can classify oxidizing agents as strong and mild.

What is kmno4 and heat?

Under mild conditions, potassium permanganate can effect conversion of alkenes to glycols. A cyclic manganese diester is an intermediate in these oxidations, which results in glycols formed by syn addition. With addition of heat and/or more concentrated KMnO4, the glycol can be further oxidized, cleaving the C-C bond.

What is the Dess-Martin oxidation reaction?

The Dess–Martin oxidation is an organic reaction for the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones using Dess-Martin periodinane. It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin who developed the periodinane reagent in 1983.

What is Dess-Martin reagent?

It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin who developed the periodinane reagent in 1983. The reaction uses a hypervalent iodine reagent similar to IBX to selectively and mildly oxidize alcohols to aldehydes or ketones.

What is Dess-Martin periodinane?

In the foundational paper of Dess-Martin periodinane,2 it was shown that this compound is very efficient in the oxidation of alcohols in dichloro-methane solution at room temperature. While the alcohols are oxidized to the corresponding aldehydes and ketones, Dess-Martin periodinane is transformed into the organic iodinane 38 and acetic acid.

How do you oxidize alcohols with Dess-Martin periodinane?

The available ‘H-NMR and kinetic data2,5 regarding oxidation of alcohols with Dess-Martin periodinane are consistent with a mechanism involving the initial displacement of an acetate from Dess-Martin reagent by an alcohol molecule, resulting in the rapid formation of intermediate 39.