281409
2-Iodophenol
98%
Synonym(s):
1-Iodo-2-hydroxybenzene, 2-Hydroxyiodobenzene, o-Iodophenol
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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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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
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.
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
Synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity via palladium-catalyzed heteroannulation of chiral arylpropargylic alcohols.
Tetrahedron Asymmetry, 7(5), 1263-1266 (1996)
Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: a novel three-component reaction for the synthesis of 3, 3-disubstituted-2, 3-dihydrobenzofurans.
Tetrahedron Letters, 44(48), 8657-8659 (2003)
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