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Osmium Scavenging with SiliaMetS

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Osmium products are very useful in organic synthesis. One of the most common product is osmium tetroxide (OsO4), which is a very reliable and powerful reagent for the cis-dihydroxylation of alkenes. However, osmium compounds, in particular OsO4, are highly poisonous, even at low exposure levels, and must be handled with appropriate precautions. Therefore, it is desirable to efficiently remove residual osmium from products of interest.
A scavenging study on three organic reactions involving osmium reactants were performed. The metal scavenging efficiency of SiliaMetS is highlighted in the table on the following page.

case-study-osmium-scavenging

Osmium Scavenging using SiliaMetS
SiliaMetS Dihydroxylation Sharpless Dihydroxylation Lemieux-Johnson Oxidation
4 eq., 4 h, 22°C 8 eq., 4 h, 22°C 8 eq., 16 h, 22°C 8 eq., 4 h, 22°C 8 eq., 16 h, 22°C
SiliaMetS Thiol 87 % > 98 % > 98 % 87 % 92 %
SiliaMetS Cysteine 89 % > 98 % > 98 % 87 % 91 %
SiliaMetS DMT 92 % 97 % > 98 % 87 % 91 %
SiliaMetS Imidazole 87 % > 98 % > 98 % 89 % 91 %
Initial Os Concentration: 132 ppm in EtOAc 25 ppm in EtOAc 21 ppm in EtOAc
Note: > 98 % of scavenging means < 0.5 ppm of osmium.

 

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  1. SiliaMetS Thiol (SH) (R51030B)

    SiliaMetS Thiol (SH) Metal Scavenger (R51030B)

    Our most versatile and robust metal scavenger for a variety of metals under a wide range of conditions. Best scavenger for: Ag, Hg, Os, Pd & Ru. Good scavenger for: Cu, Ir, Pb, Rh, Se & Sn.
  2. SiliaMetS DMT (Dimercaptotriazine) (R79030B)

    SiliaMetS DMT (Dimercaptotriazine) (R79030B)

    SiliaMetS DMT is the silica - bound equivalent of 2,4,6 - trimercaptotriazine (trithiocyanuric acid, TMT). It is a versatile metal scavenger for a variety of metals and the preferred metal scavenger for ruthenium catalysts and hindered Pd complexes. Best scavenger for: As, Ir, Ni, Os, Pd, Pt, Rh, Ru & Se. Good scavenger for: Cd, Co, Cu, Fe, Sc & Zn.
  3. SiliaMetS Imidazole (IMI) (R79230B)

    SiliaMetS Imidazole (IMI) (R79230B)

    SiliaMetS Imidazole (Si-IMI) is a versatile metal scavenger for a variety of metals under a wide range of conditions and the preferred metal scavenger for iron catalysts. Best scavenger for: Cd, Co, Cu, Fe, Ir, Li, Mg, Ni, Os, W & Zn. Good scavenger for: Cr, Pd & Rh. It can also be used as an amine base in systems that are generally sensitive to basic conditions compared to other SiliaMetS supported bases.
  4. SiliaMetS Cysteine (CYS) (R80530B)

    SiliaMetS Cysteine (CYS) (R80530B)

    SiliaMetS Cysteine (Si-Cys) is the silica bound equivalent of the amino acid Cysteine. It is a versatile metal scavenger for a variety of metals including Pd, Sn, Ru, Pt, Cu, Rh, Cd and Sc under a wide range of conditions and the preferred metal scavenger for tin residues.

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