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A13599 2-Iodophenol, 98%

CAS Number
533-58-4
Synonyms

Stock No. Size Price ($) Quantity Availability
A13599-06 5g 31.80
A13599-14 25g 111.00
A13599-22 100g 329.00
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2-Iodophenol, 98%

MDL
MFCD00013963
EINECS
208-569-9

Chemical Properties

Formula
C6H5IO
Formula Weight
220.01
Melting point
39-41°
Boiling Point
186-187°/160mm
Flash Point
>110°(230°F)
Density
1.947
Storage & Sensitivity
Light Sensitive. Ambient temperatures.
Solubility
Soluble in water.

Applications

2-Iodophenol is used in the synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity and 3,3-disubstituted-2,3-dihydrobenzofurans. Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. It is sensitive to light. Incompatible with oxidizing agents.

Literature References

Kazumi Okuro.; Howard Alper. Palladium-Catalyzed Carbonylation of o-Iodophenols with Allenes. J. Org. Chem. 1997, 62 (6), 1566-1567.

Maurizio Botta.; Vincenzo Summa.; Federico Corelli.; Giovanna Di Pietro.; Paolo Lombardi. Synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity via palladium-catalyzed heteroannulation of chiral arylpropargylic alcohols. Tetrahedron: Asymmetry. 1996, 7 (5), 1263-1266.

Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield: Synlett, 515 (1992); J. Chem. Soc., Perkin 1, 2815 (1997):

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312-H315-H319-H332-H335

Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Harmful if inhaled. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,5035
Beilstein
1855300
Harmonized Tariff Code
2908.19
TSCA
Yes
RTECS
SL5500000

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