Skip to Content
MilliporeSigma
All Photos(2)

Documents

132888

Sigma-Aldrich

2-Chloro-4′-fluoroacetophenone

99%

Synonym(s):

ω-Chloro-4-fluoroacetophenone, 4-Fluorophenacyl chloride

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
FC6H4COCH2Cl
CAS Number:
456-04-2
Molecular Weight:
172.58
Beilstein/REAXYS Number:
637860
EC Number:
207-256-4
MDL number:
MFCD00011652
UNSPSC Code:
12352100
PubChem Substance ID:
24848083
NACRES:
NA.22

assay

99%

form

solid

mp

47-50 °C (lit.)

SMILES string

Fc1ccc(cc1)C(=O)CCl

InChI

1S/C8H6ClFO/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2

InChI key

UJZWJOQRSMOFMA-UHFFFAOYSA-N

Gene Information

human ... PTPN6(5777)

Looking for similar products? Visit Product Comparison Guide

General description

2-Chloro-4′-fluoroacetophenone on condensation with N-methyl-4-(methylthio)benzamidine yields 1-methyl-2-(4-methylthio)phenyl-4-(4-fluoro)phenylimidazole.

Application

2-Chloro-4′-fluoroacetophenone was used in the synthesis of S-(phenacyl)glutathiones and 2-[3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]-1-(4-fluorophenyl)ethanone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

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’.

Already Own This Product?

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

Visit the Document Library

Allergic contact dermatitis from 3-(alpha-methoxy) methylenebenzofuran-2(3H)-one (MBF) and alpha-chloro-4-fluoroacetophenone (CFAP) in chemical process workers.
M J Boffa et al.
Contact dermatitis, 34(6), 434-435 (1996-06-01)
Philip G Board et al.
Chemical research in toxicology, 20(1), 149-154 (2007-01-18)
S-(Phenacyl)glutathione reductase (SPG-R) plays a significant role in the biotransformation of reactive alpha-haloketones to nontoxic acetophenones. Comparison of the apparent subunit size, amino acid composition, and catalysis of the reduction of S-(phenacyl)glutathiones indicated that a previously described rat SPG-R (Kitada
2, 4, 5-Triarylimidazole inhibitors of IL-1 biosynthesis.
Gallagher TF, et al.
Bioorganic & Medicinal Chemistry Letters, 5(11), 1171-1176 (1995)
Donald M N Sikazwe et al.
Bioorganic & medicinal chemistry, 17(4), 1716-1723 (2009-01-22)
Arylcycloalkylamines, such as phenyl piperidines and piperazines and their arylalkyl substituents, constitute pharmacophoric groups exemplified in several antipsychotic agents. A review of previous reports indicates that arylalkyl substituents can improve the potency and selectivity of the binding affinity at D(2)-like
Justin D Smith et al.
Nature communications, 10(1), 1837-1837 (2019-04-25)
Photocatalytic polymers offer an alternative to prevailing organometallics and nanomaterials, and they may benefit from polymer-mediated catalytic and material enhancements. MPC-1, a polymer photoredox catalyst reported herein, exhibits enhanced catalytic activity arising from charge transfer states (CTSs) between its two

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