90-94-8 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 90-94-8 differently. You can refer to the following data:
1. white to light greenish crystals
2. Michler’s ketone is a is a blue powder or
white to green-colored leaflet material.
Uses
Different sources of media describe the Uses of 90-94-8 differently. You can refer to the following data:
1. 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).
2. In manufacture of dyes and pigments.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 90-94-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 0 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 90-94:
(4*9)+(3*0)+(2*9)+(1*4)=58
58 % 10 = 8
So 90-94-8 is a valid CAS Registry Number.
90-94-8Relevant articles and documents
Photo-induced oxidative cleavage of C-C double bonds for the synthesis of biaryl methanoneviaCeCl3catalysis
Xie, Pan,Xue, Cheng,Du, Dongdong,Shi, SanShan
supporting information, p. 6781 - 6785 (2021/08/20)
A Ce-catalyzed strategy is developed to produce biaryl methanonesviaphotooxidative cleavage of C-C double bonds at room temperature. This reaction is performed under air and demonstrates high activity as well as functional group tolerance. A synergistic Ce/ROH catalytic mechanism is also proposed based on the experimental observations. This protocol should be the first successful Ce-catalyzed photooxidation reaction of olefins with air as the oxidant, which would provide inspiration for the development of novel Ce-catalyzed photochemical synthesis processes.
One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy
De Jong, Jorn,Heijnen, Dorus,Helbert, Hugo,Feringa, Ben L.
supporting information, p. 2908 - 2911 (2019/03/17)
A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald-Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald-Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.
A series of BiO: XIy/GO photocatalysts: Synthesis, characterization, activity, and mechanism
Chou, Shang-Yi,Chung, Wen-Hsin,Chen, Li-Wen,Dai, Yong-Ming,Lin, Wan-Yu,Lin, Jia-Hao,Chen, Chiing-Chang
, p. 82743 - 82758 (2016/11/01)
A series of bismuth oxyiodide (BiOxIy)-grafted graphene oxide (GO) sheets with different GO contents were synthesized through a simple hydrothermal method. This is the first report where four composites of BiOI/GO, Bi4O5I2/GO, Bi7O9I3/GO, and Bi5O7I/GO have been characterized using X-ray diffraction, transmission electron microscopy, scanning electron microscopy energy-dispersive spectroscopy, Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, and diffuse reflectance spectroscopy. The assembled BiOxIy/GO composites exhibited excellent photocatalytic activities in the degradation of crystal violet (CV) under visible light irradiation. The order of rate constants was as follows: Bi7O9I3/GO > Bi4O5I2/GO > Bi4O5I2 > Bi7O9I3 > Bi5O7I/GO > BiOI/GO > BiOI > Bi5O7I > GO. The photocatalytic activity of the Bi7O9I3/GO (or Bi4O5I2/GO) composite reached a maximum rate constant of 0.351 (or 0.322) h-1, which was 1.8 (or 1.7) times higher than that of Bi7O9I3 (or Bi4O5I2), 6-7 times higher than that of BiOI/GO, and 119-130 times higher than that of BiOI. The quenching effects of different scavengers and electron paramagnetic resonance demonstrated that the superoxide radical (O2-) played a major role and holes (h+) and hydroxyl radicals (OH) played a minor role as active species in the degradation of crystal violet (CV) and salicylic acid (SA). Possible photodegradation mechanisms are proposed and discussed in this research.
