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Sigma-Aldrich

5′-Chloro-2′-hydroxy-4′-methylacetophenone

98%

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About This Item

Linear Formula:
ClC6H2(OH)(CH3)COCH3
CAS Number:
28480-70-8
Molecular Weight:
184.62
MDL number:
MFCD00191920
UNSPSC Code:
12352100
PubChem Substance ID:
24866031
NACRES:
NA.22

Assay

98%

mp

70-73 °C (lit.)

SMILES string

CC(=O)c1cc(Cl)c(C)cc1O

InChI

1S/C9H9ClO2/c1-5-3-9(12)7(6(2)11)4-8(5)10/h3-4,12H,1-2H3

InChI key

HDUSGGZSLVCDKY-UHFFFAOYSA-N

General description

5′-chloro-2′-hydroxy-4′-methylacetophenone (5-Chloro-2-hydroxy-4-methylacetophenone) is a hydroxylated aromatic acetophenone. Its iodination by pyridinium iodochloride has been reported to afford 5-chloro-2-hydroxy-3-iodo-4-methylacetophenone.

Application

5′-Chloro-2′-hydroxy-4′-methylacetophenone (5-chloro-2-hydroxy-4-methylacetophenone) may be used in the preparation of the following:
  • chalcones, required for the synthesis of novel pyrazoline derivatives
  • 5′-chloro-2′-hydroxy-4′-methyl-3-(2´´-thienyl)acrylophenone
  • 6-chloro-3-hydroxy-7-methyl-2-(2-thienyl)-4H-chromen-4-one, a complexing agent used for the spectrophotometric determination of vanadium(V)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Pyridinium iodochloride: An efficient reagent for iodination of hydroxylated aromatic ketones and aldehydes.
Khansole SV, et al.
J. Chin. Chem. Soc., 55(4), 871-874 (2008)
A Highly Sensitive and Selective Spectrophotometric Determination of Vanadium (V) Using 6-Chloro-3-hydroxy-7-methyl-2-(2-thienyl)-4H-chromen-4-one.
Agnihotri N, et al.
Analytical Sciences, 15(12), 1261-1264 (1999)
Rafia Bashir et al.
Bioorganic & medicinal chemistry letters, 21(14), 4301-4305 (2011-06-15)
Thirteen new 2-pyrazoline derivatives bearing benzenesulfonamide moiety (2a-m) were synthesized by condensing appropriate chalcones with 4-hydrazinonbenzenesulfonamide hydrochloride and tested for anticancer and anti-inflammatory actions. According to the protocol of the National Cancer Institute (NCI) in vitro disease-oriented human cells screening

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