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Merck
CN

I10201

4-Iodophenol

99%

Synonym(s):

1-Iodo-4-hydroxybenzene, 4-Hydroxyiodobenzene, 4-Hydroxyphenyl iodide, p-Hydroxyiodobenzene, p-Iodophenol

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About This Item

Linear Formula:
IC6H4OH
CAS Number:
Molecular Weight:
220.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-745-5
Beilstein/REAXYS Number:
1904544
MDL number:
Assay:
99%
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InChI key

VSMDINRNYYEDRN-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc(I)cc1

assay

99%

bp

138 °C/5 mmHg (lit.)

Quality Level

Related Categories

Application

4-Iodophenol can be used as a building block for the synthesis of:
  • Hydroxybiaryls by reacting with aryl boronic acids via Pd-catalyzed Suzuki-Miyaura coupling reaction.
  • Aryl substituted olefins by reacting with acrylates via Pd-catalyzed Heck reaction.
  • Iodinated-4-aryloxymethylcoumarins
  • Hydroxylated stilbenoids and psammaplysenes A and B.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

危险化学品
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Pd/C as a reusable catalyst for the coupling reaction of halophenols and arylboronic acids in aqueous media
Sakurai H, et al.
The Journal of Organic Chemistry, 67(8), 2721-2722 (2002)
Total synthesis of psammaplysenes A and B, naturally occurring inhibitors of FOXO1a nuclear export
Georgiades SN and Clardy J
Organic Letters, 7(19), 4091-4094 (2005)
Synthesis, structure-activity relationship of iodinated-4-aryloxymethyl-coumarins as potential anti-cancer and anti-mycobacterial agents
Basanagouda, M, et al.
European Journal of Medicinal Chemistry, 74(1), 225-233 (2014)
Carbon- carbon coupling reactions catalyzed by heterogeneous palladium catalysts
Yin L and Liebscher J
Chemical Reviews, 107(1), 133-173 (2007)
Y L Kapeluich et al.
Journal of bioluminescence and chemiluminescence, 12(6), 299-308 (1998-03-24)
The enhanced chemiluminescence reaction (ECL) was applied to the study of horseradish peroxidase (HRP) inactivation during the oxidation of p-iodophenol. Enzyme inactivation was shown to be the main reason for light decay in the course of the reaction. No individual

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