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%
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
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.
signalword
Danger
hcodes
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
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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)