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Merck
CN

147834

Michler′s ketone

98%

Synonym(s):

4,4′-Bis(dimethylamino)benzophenone

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About This Item

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

Key Documents

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InChI key

VVBLNCFGVYUYGU-UHFFFAOYSA-N

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

SMILES string

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

assay

98%

form

powder

mp

174-176 °C (lit.)

Quality Level

200

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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.

Application

MK can be used as an additive that acts as a photoinitiator in the preparation of dyes. 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).

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

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

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 (4,4'-(dimethylamino)benzophenone.
Report on carcinogens : carcinogen profiles, 10, 157-157 (2004-08-26)
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
L G Rushing et al.
Journal of chromatographic science, 18(5), 224-232 (1980-05-01)
Sensitive and specific procedures are described for the analysis of residues of gentian violet in animal feed, human urine, and wastewater at levels of 1000 ppm down to 10 ppb, 1 ppb, and 10 ppb, respectively. The cleaned-up extracts were
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
L Castle et al.
Food additives and contaminants, 14(1), 45-52 (1997-01-01)
A survey of retail samples was conducted in two phases with 50 general paper and board food contact materials and articles analysed in 1992, and 121 samples, specifically of printed cartonboard, analysed in 1995. Packaging samples were extracted with ethanol
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