281409
2-Iodophenol
98%
Synonym(s):
1-Iodo-2-hydroxybenzene, 2-Hydroxyiodobenzene, o-Iodophenol
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About This Item
Linear Formula:
IC6H4OH
CAS Number:
Molecular Weight:
220.01
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
bp
186-187 °C/160 mmHg (lit.)
mp
37-40 °C (lit.)
density
1.947 g/mL at 25 °C (lit.)
functional group
iodo
SMILES string
Oc1ccccc1I
InChI
1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H
InChI key
KQDJTBPASNJQFQ-UHFFFAOYSA-N
General description
Rapid palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with various alkyne under microwave irradiation using Mo(CO)6 as the CO source has been investigated.
Application
2-Iodophenol was used in the synthesis of:
- aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity
- 3,3-disubstituted-2,3-dihydrobenzofurans
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Peroxy radical hydrogen-shifts are pivotal elementary reaction steps in the oxidation of small hydrocarbons in autoignition and the lower atmosphere. Although these reactions are typically associated with a substantial barrier, we demonstrate that the [1,5]H-shift in the peroxy species derived
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Haloacetamides (HAMs), an emerging class of disinfection by-products, have received increasing attention due to their elevated cyto- and genotoxicity. However, only limited information is available regarding the iodinated analogues. This study investigated the formation and speciation of iodinated haloacetamides (I-HAMs)
Microwave-accelerated, palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with alkynes Rapid and efficient synthesis of chromen-2-one derivatives.
Cao H and Xiao W-J.
Canadian Journal of Chemistry, 83(6-7), 826-831 (2005)
R Koteshwar Rao et al.
Organic letters, 11(9), 1923-1926 (2009-04-04)
trans-3,4-Dihydro-2H-1,4-benzoxazine moieties can be synthesized by domino aziridine ring opening with o-iodophenols followed by the copper-catalyzed Goldberg coupling cyclization (intramolecular C(aryl)-N(amide) bond formation) with good to excellent yields.
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Water research, 43(20), 5216-5224 (2009-09-29)
The aim of the present study was to identify the compounds responsible for a characteristic medicinal off-odour in mineral water. 2-Dimensional high resolution gas chromatography-mass spectrometry analysis, in combination with olfactometry (HRGC-MS/O), led to the identification of 2-iodophenol and 2-iodo-4-methylphenol
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