TY - JOUR
T1 - Preparation of pure hydrogen peroxide and anhydrous peroxide solutions from crystalline serine perhydrate
AU - Wolanov, Yitzhak
AU - Lev, Ovadia
AU - Churakov, Andrei V.
AU - Medvedev, Alexander G.
AU - Novotortsev, Vladimir M.
AU - Prikhodchenko, Petr V.
PY - 2010/7/3
Y1 - 2010/7/3
N2 - Hydrogen peroxide is one of the most versatile oxidation reagents, still it has not fully been exploited by synthetic chemists since anhydrous (let alone pure) hydrogen peroxide requires hazardous preparation protocols. We have recently reported on the crystallization of serine and other amino acid perhydrates, thus paving the way for a new method for laboratory-scale production of anhydrous hydrogen peroxide solutions. Serine is insoluble in most organic solvents (eg., methanol, ethyl acetate, and methyl acetate) that readily dissolve hydrogen peroxide. Moreover, since the adduct of hydrogen peroxide and serine is unstable in these organic solvents, crystalline serine perhydrate readily decomposes to give anhydrous solutions of hydrogen peroxide and crystalline precipitate of the amino acid. This procedure can then yield an anhydrous hydrogen peroxide solution in a single step. Moreover, filtration of the amino acid, and room temperature evaporation of the volatile solvent (e.g., methyl acetate), yields over 99% hydrogen peroxide.
AB - Hydrogen peroxide is one of the most versatile oxidation reagents, still it has not fully been exploited by synthetic chemists since anhydrous (let alone pure) hydrogen peroxide requires hazardous preparation protocols. We have recently reported on the crystallization of serine and other amino acid perhydrates, thus paving the way for a new method for laboratory-scale production of anhydrous hydrogen peroxide solutions. Serine is insoluble in most organic solvents (eg., methanol, ethyl acetate, and methyl acetate) that readily dissolve hydrogen peroxide. Moreover, since the adduct of hydrogen peroxide and serine is unstable in these organic solvents, crystalline serine perhydrate readily decomposes to give anhydrous solutions of hydrogen peroxide and crystalline precipitate of the amino acid. This procedure can then yield an anhydrous hydrogen peroxide solution in a single step. Moreover, filtration of the amino acid, and room temperature evaporation of the volatile solvent (e.g., methyl acetate), yields over 99% hydrogen peroxide.
KW - Amino acid perhydrate
KW - Anhydrous hydrogen peroxide
KW - Hydrogen peroxide
KW - Pure hydrogen peroxide
UR - http://www.scopus.com/inward/record.url?scp=77954349505&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2010.04.109
DO - 10.1016/j.tet.2010.04.109
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AN - SCOPUS:77954349505
SN - 0040-4020
VL - 66
SP - 5130
EP - 5133
JO - Tetrahedron
JF - Tetrahedron
IS - 27-28
ER -