N-Methylmorpholine N-oxide

• 4 -methylmorpholine- N-oxide
• NMO
• NMMO

• 7529-22-8
• 70187-32-5 (monohydrate)

Bright yellow crystalline solid

Fixed

1.13 g · cm -3 ( 20 ° C) ( solution)

Miscible with water

Attention

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N-methylmorpholine- N-oxide ( or commonly abbreviated as NMO ) is an organic compound from the group of the amine N- oxide, and is commonly used as the oxidizing agent in the chemical reactions. NMO is used in the bishydroxylation with osmium tetroxide, Sharpless asymmetric dihydroxylation, oxidation with TPAP or the Jacobsen epoxidation. It is commercially available as a pure crystalline substance, as a monohydrate and an aqueous solution.

Production and representation

NMO is prepared by oxidation of N -methyl morpholine with hydrogen peroxide at 75 ° C.

Use

NMO in organic synthesis is used as the oxidant. It is used in combination with TPAP for producing aldehydes from primary alcohols when the water is removed by means of a molecular sieve. In the presence of uncombined water, however, a carboxylic acid. In the Upjohn dihydroxylation of olefins with osmium tetroxide NMO is used as a co-oxidant. An asymmetric version of the Sharpless dihydroxylation here. NMO can be used for the removal of O-and N -allyl- protecting group under oxidative conditions.

NMO is used technically as a solubilizer in the lyocell production. Cellulose is precipitated from a solution here in NMO with water.