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| | Michler's ketone Basic information |
| | Michler's ketone Chemical Properties |
| Melting point | 174 -176 °C(lit.) | | Boiling point | 360 °C | | density | 1.0208 (rough estimate) | | refractive index | 1.5486 (estimate) | | Fp | 220 °C | | storage temp. | Store below +30°C. | | solubility | ethanol: 5 mg/mL, clear | | pka | 2.55±0.12(Predicted) | | form | Powder | | color | Blue to dark blue or gray | | Water Solubility | 400 mg/L (20 ºC) | | Merck | 14,6177 | | BRN | 790733 | | Stability: | Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents. | | InChIKey | VVBLNCFGVYUYGU-UHFFFAOYSA-N | | CAS DataBase Reference | 90-94-8(CAS DataBase Reference) | | IARC | 2B (Vol. 99) 2010 | | NIST Chemistry Reference | Methanone, bis[4-(dimethylamino)phenyl]-(90-94-8) | | EPA Substance Registry System | Michler's ketone (90-94-8) |
| | Michler's ketone Usage And Synthesis |
| Chemical Properties | white to light greenish crystals | | Chemical Properties | Michler’s ketone is a is a blue powder or
white to green-colored leaflet material. | | Uses | 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). | | Uses | In manufacture of dyes and pigments. | | Definition | ChEBI: 4,4'-Bis(dimethylamino)benzophenone is a member of benzophenones. | | Synthesis Reference(s) | Tetrahedron, 38, p. 1163, 1982 DOI: 10.1016/0040-4020(82)85099-0 | | General Description | White to greenish crystalline leaflets or blue powder. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | 4,4'-Bis(dimethylamino)benzophenone is incompatible with strong oxidizing agents and strong reducing agents . | | Hazard | Possible carcinogen. | | Fire Hazard | Literature sources indicate that 4,4'-Bis(dimethylamino)benzophenone is combustible. | | Safety Profile | Confirmed human
carcinogen with experimental carcinogenic
and neoplastigenic data. A poison by
ingestion. Mutation data reported. A
flammable liquid. When heated to
decomposition it emits toxic fumes of NOx. | | Potential Exposure | Mutagen. Animal Carcinogen.
Michler’s ketone is a dye intermediate and derivative of
dimethylaniline. It is also used in antifreeze formulations,
cosmetics, cleaning compounds; heat transfer fluids;
as a chemical intermediate in the synthesis of at least 13
dyes and pigments, especially auramine derivatives. | | Carcinogenicity | Michler’s ketone is reasonably anticipated to be a human cagen based on sufficient evidence of carcinogenicity from stud
rcinoies in experimental animals. | | Shipping | UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates,
solid, toxic, n.o.s., Hazard Class: 6.1; Labels:
6.1-Poison Inhalation Hazard. UN2811 Toxic solids,
organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous
materials, Technical Name Required. UN1602 Dyes, liquid,
toxic, n.o.s or Dye intermediates, liquid, toxic, n.o.s.,
Hazard Class: 6.1; Labels: 6.1-Poisonous materials. | | Purification Methods | Dissolve the ketone in dilute HCl, filter and precipitate it by adding ammonia (to remove water-insoluble impurities such as benzophenone). Then crystallise it from EtOH or pet ether. [Suppan J Chem Soc, Faraday Trans1 71 539 1975.] It is also purified by dissolving in *benzene, then washing with water until the aqueous phase is colourless. The *benzene is evaporated off, and the residue is recrystallised three times from *benzene and EtOH [Hoshino & Kogure J Phys Chem 72 417 1988]. [Beilstein 14 IV 255.] | | Incompatibilities | Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause fires
or explosions. Keep away from aldehydes, alkaline
materials, strong acids, strong bases, strong reducing
agents such as hydrideds and active metals. Contact
with hydrogen peroxide may form heat- and shock- sensitive
explosives. | | Waste Disposal | Do not discharge into drains
or sewers. Consult with environmental regulatory agencies
for guidance on acceptable disposal practices. If allowed,
Incineration with effluent gas scrubbing is recommended.
Containers must be disposed of properly by following
package label directions or by contacting your local or
federal environmental control agency, or by contacting
your regional EPA office. |
| | Michler's ketone Preparation Products And Raw materials |
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