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:
Assay:
98%
Form:
solid
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
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
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
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)
K Suzuki et al.
Journal of biochemistry, 109(5), 791-797 (1991-05-01)
Salicylate hydroxylase [EC 1.14.13.1] from Pseudomonas putida catalyzes the hydroxylation of salicylate, and also o-aminophenol, o-nitrophenol, and o-halogenophenols, to catechol. The reactions with these o-substituted phenols comprise oxygenative deamination, denitration, and dehalogenation, respectively. The reaction stoichiometry, as to NADH oxidized
Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: a novel three-component reaction for the synthesis of 3, 3-disubstituted-2, 3-dihydrobenzofurans.
Szlosek-Pinaud, et al.
Tetrahedron Letters, 44(48), 8657-8659 (2003)
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