Skip to Content
Merck
All Photos(1)

Key Documents

466964

Sigma-Aldrich

4′-Fluoro-2′-hydroxyacetophenone

98%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
FC6H3(OH)COCH3
CAS Number:
Molecular Weight:
154.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

31-35 °C (lit.)

SMILES string

CC(=O)c1ccc(F)cc1O

InChI

1S/C8H7FO2/c1-5(10)7-3-2-6(9)4-8(7)11/h2-4,11H,1H3

InChI key

HLTBTUXAMVOKIH-UHFFFAOYSA-N

General description

4′-Fluoro-2′-hydroxyacetophenone is a substituted acetophenone derivative. Biological Baeyer-Villiger oxidation of 4′-fluoro-2′-hydroxyacetophenone to 4-fluorocatechol by using whole cells of Pseudomonas fluorescens ACB has been reported. Its crystals belong to the monoclinic crystal system and space group P21/n.

Application

4′-Fluoro-2′-hydroxyacetophenone may be used in the preparation of series of 4′-fluoro-2′-hydroxychalcones, via aldol condensation with substituted aldehydes followed by cyclization with hydrazine hydrate.
Used recently in the preparation of medicinally active benzo[b]furans and thiophenes.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

210.2 °F - closed cup

Flash Point(C)

99 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Khaled R A Abdellatif et al.
Journal of enzyme inhibition and medicinal chemistry, 30(3), 484-491 (2014-09-10)
In an effort to develop safe and potent anti-inflammatory agents, a series of novel 4'-fluoro-2'-hydroxychalcones 5a-d and their dihydropyrazole derivatives 6a-d was prepared. It was synthesized via aldol condensation of 4'-fluoro-2'-hydroxyacetophenone with appropriately substituted aldehydes followed by cyclization with hydrazine
M J Moonen et al.
Journal of industrial microbiology & biotechnology, 26(1-2), 35-42 (2001-09-11)
The biological Baeyer-Villiger oxidation of acetophenones was studied by 19F nuclear magnetic resonance (NMR). The 19F NMR method was used to characterise the time-dependent conversion of various fluorinated acetophenones in either whole cells of Pseudomonas fluorescens ACB or in incubations
Journal of Heterocyclic Chemistry, 30, 445-445 (1993)
4'-Fluoro-2'-hydroxyacetophenone.
Rizal MR and Ng SW.
Acta Crystallographica Section E, Structure Reports Online, 64(5), o916-o916 (2008)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service