Manganese(III) acetate

Manganese Triacetate
IUPAC name Manganese Triacetate
Other names Manganese Triacetate Trihydrate; Manganese(III) acetate trihydrate
Identifiers
CAS number	19513-05-4 Y
PubChem	160554
ChemSpider	141084 Y
Jmol-3D images	Image 1
SMILES [Mn+3].O=C([O-])C.[O-]C(=O)C.[O-]C(=O)C
InChI InChI=1S/3C2H4O2.Mn/c3*1-2(3)4;/h3*1H3,(H,3,4);/q;;;+3/p-3 Y Key: AHSBSUVHXDIAEY-UHFFFAOYSA-K Y InChI=1/3C2H4O2.Mn/c3*1-2(3)4;/h3*1H3,(H,3,4);/q;;;+3/p-3 Key: AHSBSUVHXDIAEY-DFZHHIFOAL
Properties
Molecular formula	C6H9MnO6.3(H2O)
Molar mass	286.10 g/mol (trihydrate)
Appearance	Brown powder
Density	1.049 g cm−3, liquid; 1.266 g cm−3, solid
Hazards
R-phrases	R36/37/38, R62, R63
S-phrases	S26, S37/39
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Manganese(III) acetate is an inorganic compound that is used as a reagent in organic synthesis. Like the related chromium and iron compounds, it is an oxo-centred coordination complex.^[1] It is usually prepared from potassium permanganate and manganeous acetate in acetic acid.

Mangese triacetate has been used as a single electron oxidant. It used to oxidise of enones to give α'-acetoxy enones. It is most widely used to add H-CH₂CO₂H across double bonds and is useful in lactonization reactions. The reactions proceed via the formation and homolysis of a Mn(III)-CH₂CO₂H bond.^[2]

References

1. ^ Hessel, L. W., and Romers, C., Recl. Trav. Chim. Pays-Bas, 1969, 88, 545 – 552
2. ^ Barry B. Snider, "Manganese(III) Acetate" Encyclopedia of Reagents for Organic Synthesis" 2001. John Wiley.doi:10.1002/047084289X.rm018

Additional references

G. J. Williams and N. R. Hunter, Can. J. Chem. 1976, 54, 3830. Norma K. Dunlap, Mark R. Sabol, and David S. Watt, Terrahedron Letters 1984, 25, 5839-5842. Snider, B. B., Patricia, J. J., Kates, S. A. J. Org. Chem. 1988, 53, 2137-2141.