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147834

Sigma-Aldrich

Michler′s ketone

98%

Synonym(s):

4,4′-Bis(dimethylamino)benzophenone

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100 G
$56.40
500 G
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About This Item

Linear Formula:
[(CH3)2NC6H4]2CO
CAS Number:
90-94-8
Molecular Weight:
268.35
Beilstein/REAXYS Number:
790733
EC Number:
202-027-5
MDL number:
MFCD00008312
UNSPSC Code:
12162002
PubChem Substance ID:
24848830
NACRES:
NA.23

$56.40

Available to ship onApril 24, 2025Details

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Quality Level

200

assay

98%

form

powder

mp

174-176 °C (lit.)

SMILES string

CN(C)c1ccc(cc1)C(=O)c2ccc(cc2)N(C)C

InChI

1S/C17H20N2O/c1-18(2)15-9-5-13(6-10-15)17(20)14-7-11-16(12-8-14)19(3)4/h5-12H,1-4H3

InChI key

VVBLNCFGVYUYGU-UHFFFAOYSA-N

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General description

Michler′s ketone (MK) is a derivative of benzophenone that shows temperature dependent phosphorescence. It also exhibits triplet-triplet absorption spectra at a lower temperature.[1]

Application

MK can be used as an additive that acts as a photoinitiator in the preparation of dyes.[2] It can also be used as a precursor material in the synthesis of 4,4′-bis{N,N,dimethyl, N (2-ethoxy carbonyl-1-propenyl) ammonium hexafluoro antimonate}benzophenone (MKEA).[3][4]

pictograms

Health hazardCorrosion
GHS08,GHS05

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Danger

Hazard Classifications

Carc. 1B - Eye Dam. 1 - Muta. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR9561
MKCC3638
MKBX1358V
MKBV5046V
BCBH8903V

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Michler's ketone.
Report on carcinogens : carcinogen profiles, 12, 270-271 (2011-08-24)
Excited state dynamics of Michler's ketone: a laser flash photolysis study
Singh AK, et al.
Research on Chemical Intermediates, 27(1-2), 125-136 (2001)
New Push-Pull Dyes Derived from Michler?s Ketone For Polymerization Reactions Upon Visible Lights.
Tehfe M, et al.
Macromolecules, 46(10), 3761-3770 (2013)
R F Struck et al.
Xenobiotica; the fate of foreign compounds in biological systems, 11(8), 569-567 (1981-08-01)
1. Studies on the metabolism of 14C-Michler's ketone (4,4'-bis-(dimethylamino)[carbonyl- 14C]benzophenone) in rats have revealed that this carcinogen is subject to demethylation, ring-hydroxylation and N-acetylation after adjacent methyl groups have been removed. 2 As identified by mass spectral analysis, microsomal metabolites
Cinzia Chiappe et al.
The journal of physical chemistry. A, 110(14), 4937-4941 (2006-04-08)
Michler's ketone (MK) and tetracyanoethene (TCNE) may be used as a UV-vis probe to investigate the solvent properties of ionic liquids (ILs). In molecular solvents, MK and TCNE give an electron donor-acceptor (EDA) complex, a zwitterionic species or a radical
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