HIGHLY FLAMMABLE
IRRITATING TO EYES AND RESPIRATORY SYSTEM
Colourless liquid with fragrant odour; b.p. 77ºC; slightly soluble in water. Avoid breathing vapour. Avoid eye
contact. OEL 1400 mgm-3.
mucous surfaces. Prolonged inhalation may cause kidney and liver damage.
Flash point –4.4ºC; ignition temp. 427ºC; extinguish fire with CO2.
bulk quantities on sand, shovel into buckets. Wash site of spillage with water and
detergent. Ethyl acetate should be placed in the non-chlorinated waste container for
central disposal.
by inhalation, ingestion or contact. Osmium (VIII) tetroxide is a volatile
compound, and care must be taken not to liberate this outside of the fume hood.
NEVER MIX OSMIUM SALTS WITH ACID AS THIS GENERATES OsO4.
Carry out ALL of the procedures up to and including the short silica pad
filtration in the fixed fume hood provided for the experiment only. Gloves
(nitrile) as well as lab coat and safety glasses are to be worn at all times. Notify a
demonstrator of any spillages. Place the aqueous osmium waste from this reaction
in the labelled bottle.
AD-mixes also contain K3Fe(CN)6which liberates cyanide anion in solution. Do
not ingest AD-mix, and NEVER add acid to the salts, your reaction mixture or
glassware (this would liberate lethal HCN).
place tert-butyl alcohol (15 ml), water (15 ml) and AD-mix-α orβas assigned to you (4.2g;
weighed out in a fume cupboard). Stir the mixture at room temperature until two clear phases are
produced; the lower (aqueous) phase should be bright yellow. Vigorous stirring is required to
dissolve all the AD-mix. Cool the mixture was to 0oC (some of the dissolved salts may
precipitate). Add 3 mmol of the alkene you have been allocated and continue to stir the mixture
vigorously at 0oC (temperature is important!!!), following the progress of the reaction by TLC.
Upon completion of the reaction, or 1 hour before the end of the lab session (whichever is
sooner), add solid sodium sulfite (4.5g) whilst stirring at 0oC and then allow the mixture to warm
to room temperature and stir for a further 45 mins. Add 30 ml ethyl acetate to the mixture and
separate the two layers. Further extract the aqueous layer with ethyl acetate (3 x 15ml). The
aqueous layer should be placed in the bottle marked "Aqueous Osmium Waste" in
the fume hood where you have done the reaction.Dry the combined organic extracts
(MgSO4) and then remove the solvent on the rotary evaporator in a fume hood - not to
be done on the bench! The product diol can be separated from the ligand by running the crude
