283207

Sigma-Aldrich

Magnesium bis(monoperoxyphthalate) hexahydrate

greener alternative

80%, technical grade

Synonym(s):
MMPP
Linear Formula:
(HO2CC6H4CO3)2Mg·6H2O
Molecular Weight:
494.64
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

80%

reaction suitability

reagent type: oxidant

greener alternative product characteristics

Designing Safer Chemicals
Learn more about the Principles of Green Chemistry.

mp

93 °C (dec.) (lit.)

greener alternative category

Aligned

SMILES string

O.O.O.O.O.O.OOC(=O)c1ccccc1C(=O)O[Mg]OC(=O)c2ccccc2C(=O)OO

InChI

1S/2C8H6O5.Mg.6H2O/c2*9-7(10)5-3-1-2-4-6(5)8(11)13-12;;;;;;;/h2*1-4,12H,(H,9,10);;6*1H2/q;;+2;;;;;;/p-2

InChI key

WWOYCMCZTZTIGU-UHFFFAOYSA-L

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product MMPP is an alternative to widely used oxidant MCPBA as it is cheap, stable in the solid state, safer in handling and easier to use and thus aligns with the principle "Designing Safer Chemicals". For more information see the below articles.
Magnesium bis(monoperoxyphthalate) hexahydrate as mild and efficient oxidant for the synthesis of selenones.
Magnesium Bis(monoperoxyphthalate) Hexahydrate (MMPP).
Highly efficient epoxidation of unsaturated steroids using magnesium bis(monoperoxyphthalate) hexahydrate.

Application

A safer, greener oxidizing reagent that is a suitable replacement for peroxycarboxylic acids and is capable of effecting many types of oxidation reactions.

Oxidation Reactions Using Magnesium Monoperphthalate: A Comparison with m-Chloroperoxybenzoic Acid
Reagent for:
  • Trans-diaxial hydroxylation under bismuth(III) triflate catalyst
  • Oxidation rections under mild conditions
  • Epoxidation of unsaturated steroids
  • Synthesis of ring-B oxygenated steroids as anticancer agents

Packaging

100 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Heaney, H.; Newbold, A. J.
Tetrahedron Letters, 42, 6607-6607 (2001)
Broughan, P. et al
Synthesis, 1015-1015 (1987)
Wasserman, H. H. et al
Tetrahedron Letters, 43, 3351-3351 (2002)
Chan-Woo Park et al.
Journal of microbiology and biotechnology, 27(7), 1359-1366 (2017-05-18)
(
Ming-Yi Chen et al.
The Journal of organic chemistry, 69(8), 2884-2887 (2004-04-13)
A protocol that uses moist magnesium monoperoxyphthalate (MMPP) as an oxidant under microwave irradiation rapidly yields a variety of glycosyl sulfoxides from corresponding sulfides in high yields with high selectivity.
Articles
Oxidation and reduction reactions are some of the most common transformations encountered in organic synthesis
Read More

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