Merck
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I10201

Sigma-Aldrich

4-Iodophenol

99%

Linear Formula:
IC6H4OH
CAS Number:
Molecular Weight:
220.01
Beilstein:
1904544
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

99%

bp

138 °C/5 mmHg (lit.)

mp

92-94 °C (lit.)

SMILES string

Oc1ccc(I)cc1

InChI

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

InChI key

VSMDINRNYYEDRN-UHFFFAOYSA-N

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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.

Packaging

10, 25 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Carbon- carbon coupling reactions catalyzed by heterogeneous palladium catalysts
Yin L and Liebscher J
Chemical Reviews, 107(1), 133-173 (2007)
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)
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)
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)
Haigang Li et al.
The Analyst, 134(4), 800-804 (2009-03-24)
Simple and sensitive chemiluminescence (CL) and CL imaging methods have been developed for the magnetic bead-based DNA hybridization assay. The assay relies on the high sensitivity and long stable light signal of the CL system in which horseradish peroxidase (HRP)

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