Acetic Acid → Osmium

HRID 67721

Reaction equation

HRID 67721 reaction equation
[K].[O:2]=[CH:3][C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[OH:5].[Os:14].C(O)(=[O:17])C>>[O:2]=[CH:3][C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[OH:5].[O:2]=[C:3]([O-:17])[C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[OH:5].[Os:14]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 23937Osmium2×HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal2×HCID 5462222Potassium

Product 3

HCID 23937OsmiumYield 10%HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 6419706Gluconate

Procedure

Potassium tricetato dioxo osmate(VI) reacts with glucose in glacial acetic acid to yield a brown or black product, depending upon the quantity of carbohydrate available for reaction and the reaction conditions employed. In situations in which there are two equivalents of glucose per equivalent of osmium, the product is black and contains 20 to 50% osmium. Larger quantities of glucose, or excess gluconate, results in a brown product with 10 to 20% osmium. Mild re-fluxing conditions (e.g. steam bath) favors the formation of the brown product.

Workup

  1. customto yield a brown or black product
  2. customthe reaction conditions

Sources & evidence

ORD record
ord-d7c416dde2864645a7a28174c6443301
Source dataset
uspto-grants-1982_08
Patent number
US04346216

Linked notes

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