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281409

Sigma-Aldrich

2-Iodphenol

98%

Synonym(e):

1-Iodo-2-hydroxybenzene, 2-Hydroxyiodobenzene, o-Iodophenol

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About This Item

Lineare Formel:
IC6H4OH
CAS-Nummer:
533-58-4
Molekulargewicht:
220.01
EG-Nummer:
208-569-9
MDL-Nummer:
MFCD00013963
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24856973
NACRES:
NA.22

Qualitätsniveau

100

Assay

98%

Form

solid

bp

186-187 °C/160 mmHg (lit.)

mp (Schmelzpunkt)

37-40 °C (lit.)

Dichte

1.947 g/mL at 25 °C (lit.)

SMILES String

Oc1ccccc1I

InChI

1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H

InChIKey

KQDJTBPASNJQFQ-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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)
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.
Andrea Strube et al.
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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