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MilliporeSigma

159255

Sigma-Aldrich

2,2′,4′-Trichloroacetophenone

97%

Synonym(s):

ω,2,4-Trichloroacetophenone, 2,4-Dichlorophenacyl chloride

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25 G
$62.40

$62.40


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25 G
$62.40

About This Item

Linear Formula:
Cl2C6H3COCH2Cl
CAS Number:
Molecular Weight:
223.48
Beilstein:
957098
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$62.40


Availability
Please contact Customer Service for Availability

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Assay

97%

form

solid

bp

130-135 °C/4 mmHg (lit.)

mp

47-54 °C (lit.)

SMILES string

ClCC(=O)c1ccc(Cl)cc1Cl

InChI

1S/C8H5Cl3O/c9-4-8(12)6-2-1-5(10)3-7(6)11/h1-3H,4H2

InChI key

VYWPPRLJNVHPEU-UHFFFAOYSA-N

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1 of 4

This Item
536148663174593753
mp

47-54 °C (lit.)

mp

162-166 °C (lit.)

mp

56-60 °C

mp

37-41 °C (lit.)

form

solid

form

-

form

solid

form

solid

bp

130-135 °C/4 mmHg (lit.)

bp

-

bp

-

bp

-

General description

2,2′,4′-Trichloroacetophenone is an α-haloketone. It undergoes reduction to 2′,4′-dichloroacetophenone by glutathione-dependent cytosolic enzymes present in the liver, kidney and brain.[1] It participates in the microwave induced N-alkylation of several azoles to afford the corresponding 1-(2′,4′-dichlorophenacyl)azoles.[2]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Clean and efficient microwave-solvent-free synthesis of 1-(2', 4'-dichlorophenacyl) azoles.
Perez ER, et al.
Tetrahedron, 59(6), 865-870 (2003)
A Brundin et al.
Biochemical pharmacology, 31(23), 3885-3890 (1982-12-01)
alpha-Haloketones are highly reactive compounds, which are known to undergo enzymatic reduction to methyl ketones. The objective of this research was to characterize the enzymes involved in this reaction and to investigate the mechanism of the reaction. 2,2',4'-Trichloroacetophenone was reduced
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

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