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281409

2-Iodophenol

Name: 2-Iodophenol
Brand: ALDRICH

98%

Synonym(s):

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

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About This Item

Linear Formula:

IC₆H₄OH

CAS Number:

533-58-4

Molecular Weight:

220.01

NACRES:

NA.22

PubChem Substance ID:

24856973

UNSPSC Code:

12352100

EC Number:

208-569-9

MDL number:

MFCD00013963

Assay:

98%

Form:

solid

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Properties

Quality Level

100

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

Description

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

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

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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Identification of a medicinal off-flavour in mineral water.

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

Highly efficient copper-catalyzed domino ring opening and Goldberg coupling cyclization for the synthesis of 3,4-dihydro-2H-1,4-benzoxazines.

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.

Intermediate and mechanism of hydroxylation of o-iodophenol by salicylate hydroxylase.

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

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Global Trade Item Number

SKU	GTIN
281409-25G	04061826219737
281409-5G	04061826219744