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337358

Sigma-Aldrich

4-Iodo-2-methylphenol

97%

Synonym(s):

4-Iodo-o-cresol

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About This Item

Linear Formula:
IC6H3(CH3)OH
CAS Number:
60577-30-2
Molecular Weight:
234.03
MDL number:
MFCD00075092
UNSPSC Code:
12352100
PubChem Substance ID:
24860475
NACRES:
NA.22

assay

97%

bp

105-110 °C/2 mmHg (lit.)

mp

67-68 °C (lit.)

SMILES string

Cc1cc(I)ccc1O

InChI

1S/C7H7IO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3

Inchi Key

WSBDSSKIWDFOBQ-UHFFFAOYSA-N

General description

4-Iodo-2-methylphenol was prepared by direct iodination of 2-methylphenol in aqueous alcohol solvents by the action of a reagent prepared in situ from sodium hypochlorite and sodium iodide.

Application

4-Iodo-2-methylphenol was used as starting reagent in the synthesis of an agonist for the peroxisome proliferator-activated receptor δ (PPARδ) GW501516, a potential antiobesity drug.

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A highly efficient synthesis of antiobestic ligand GW501516 for the peroxisome proliferator-activated receptor d through in situ protection of the phenol group by reaction with a Grignard reagent.
Ham J and Kang H.
Tetrahedron Letters, 46(39), 6683-6686 (2005)
An efficient and selective method for the preparation of iodophenols.
Edgar KJ and Falling SN.
The Journal of Organic Chemistry, 55(18), 5287-5291 (1990)

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