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7553-56-2 - Iodine, 99+% - A12278 - Alfa Aesar

A12278 Iodine, 99+%

CAS Number
7553-56-2
Synonyms

Iodine, 99+%

MDL
MFCD00011355
EINECS
231-442-4

Chemical Properties

Formula
I2
Formula Weight
253.81
Melting point
183-186° subl.
Flash Point
None
Density
4.930

Literature References

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

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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):

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

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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).

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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).

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

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

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GHS Hazard and Precautionary Statements

Hazard Statements: H312-H332

Harmful in contact with skin. Harmful if inhaled.

Precautionary Statements: P261-P280h-P304+P340-P312a-P321-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. Specific treatment (see label). Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

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

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