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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
208-569-9
MDL number:
Product Name
2-Iodophenol, 98%
InChI key
KQDJTBPASNJQFQ-UHFFFAOYSA-N
InChI
1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H
SMILES string
Oc1ccccc1I
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
Quality Level
Related Categories
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
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.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Chao Fang et al.
Water research, 145, 103-112 (2018-08-20)
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)
J Philipp Wagner
Chemistry (Weinheim an der Bergstrasse, Germany), 26(53), 12119-12124 (2020-05-20)
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
D M Otterness et al.
Molecular pharmacology, 36(6), 856-865 (1989-12-01)
Phenol sulfotransferase (PST) catalyzes the sulfate conjugation of phenolic drugs, neurotransmitters, and xenobiotic compounds. Human tissues contain at least two forms of PST, which differ in their substrate specificities, inhibitor sensitivities, physical properties, and regulation. One form of the enzyme
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)
Synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity via palladium-catalyzed heteroannulation of chiral arylpropargylic alcohols.
Botta M, et al.
Tetrahedron Asymmetry, 7(5), 1263-1266 (1996)
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