A12278

Iodine, 99+%

CAS Number 7553-56-2

Iodine, 99+%

MDL: MFCD00011355
EINECS: 231-442-4

Chemical Properties

Formula: I2  Flash point: None
Formula weight: 253.81  Density: 4.930
Melting point: 183-186° subl. 

Literature References

Efficient catalyst for the formation of 1,1-diacetates from aldehydes and acetic anhydride: J. Org. Chem., 62, 1563 (1997).

The stereochemistry of the iodolactonization of unsaturated acids to give -lactones can be controlled in some cases. Using I2_-_NaHCO3, the product is under kinetic control, but in acetonitrile, without base, the reaction is reversible and therefore under thermodynamic control. For tabulated results, see: Org. Synth. Coll, 7, 164 (1990):

Iodolactamisation of amides can similarly be achieved by prior silylation: J. Org. Chem., 53, 4006 (1988); Org. Synth. Coll., 9, 516 (1998):

Secondary, tertiary or benzylic alcohols can be converted directly to the corresponding iodides by simply refluxing with iodine in petroleum ether: Tetrahedron Lett., 36, 609 (1995).

Iodine is also a useful mild oxidant, e.g. of aldehydes to acids in alkaline medium: Tetrahedron Lett., 33, 4329 (1992); in DMSO, stilbenes and diaryl acetylenes give benzils: Synthesis, 131 (1991); with hydrogen peroxide, hydroquinones are oxidized to quinones: J. Org. Chem., 54, 718 (1989).

For use in the functionalization of remote positions (Barton reaction), see Lead(IV)­ acetate, A15551.

For use in hydroboration and reduction reactions, see Sodium borohydride, 35788.

GHS Hazard and Precautionary Statements

Hazard Statements : H400-H312-H332

Very toxic to aquatic life. Harmful in contact with skin. Harmful if inhaled.

Precautionary Statements : P261-P280-P304+P340-P312-P363-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Dispose of contents/container in accordance with local/regional/national/international regulations.

Harmful or IrritantDangerous for the environment

Other References

Merck: 14,5014
Beilstein: 969212
UN#: UN3495
Hazard Class: 8
Packing Group: III
Harmonized Tariff Code: 2801.20
TSCA: Yes
RTECS: NN1575000

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