Michler's ketone CAS 90-94-8

Introduction:Basic information about Michler's ketone CAS 90-94-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Michler's ketone Basic information

Product Name:Michler's ketone
Synonyms:BIS(P-DIMETHYLAMINOPHENYL)KETONE;BIS-DIMETHYLAMINOPHENYLMETHANONE;LABOTEST-BB LT00086928;TETRAMETHYL-P,P'-DIAMINOBENZOPHENONE;MICHLERS KETONE;MICHLER KETONE;P,P'-TETRAMETHYLDIAMINOBENZOPHENONE;N,N,N',N'-TETRAMETHYL-4,4'-DIAMINOBENZOPHENONE
CAS:90-94-8
MF:C17H20N2O
MW:268.35
EINECS:202-027-5
Product Categories:Functional Materials;Photopolymerization Initiators;Intermediates of Dyes and Pigments;Organics;bc0001
Mol File:90-94-8.mol

Michler's ketone Chemical Properties

Melting point 174 -176 °C(lit.)
Boiling point 360 °C
bulk density400kg/m3
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
pka2.55±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.
InChI1S/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
InChIKeyVVBLNCFGVYUYGU-UHFFFAOYSA-N
SMILESCN(C)c1ccc(cc1)C(=O)c2ccc(cc2)N(C)C
CAS DataBase Reference90-94-8(CAS DataBase Reference)
NIST Chemistry ReferenceMethanone, bis[4-(dimethylamino)phenyl]-(90-94-8)
IARC2B (Vol. 99) 2010
EPA Substance Registry SystemMichler's ketone (90-94-8)

Safety Information

Hazard Codes T,Xi
Risk Statements 45-41-68-36/37/38
Safety Statements 53-45-36-26
RIDADR 2811
WGK Germany 3
RTECS DJ0250000
Autoignition Temperature480 °C
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29223990
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsCarc. 1B
Eye Dam. 1
Muta. 2
Hazardous Substances Data90-94-8(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 6400 mg/kg

Michler's ketone Usage And Synthesis

DescriptionMichler's ketone is a blue powder or white togreen-colored leaflet material. Molecular weight = 268.37;Boiling point ≥360℃ (decomposition); Freezing/Meltingpoint= 172-176*C; Flash point = 220-C; Autoignitiontemperature = 480PC. Hazard Identification (based onNFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 0. Insoluble in water.
Chemical Propertieswhite to light greenish crystals
Chemical PropertiesMichler’s ketone is a is a blue powder orwhite to green-colored leaflet material.
UsesMK 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).
UsesIn manufacture of dyes and pigments.
DefinitionChEBI: 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 DescriptionWhite to greenish crystalline leaflets or blue powder.
Air & Water ReactionsInsoluble in water.
Reactivity Profile4,4'-Bis(dimethylamino)benzophenone is incompatible with strong oxidizing agents and strong reducing agents .
HazardPossible carcinogen.
Fire HazardLiterature sources indicate that 4,4'-Bis(dimethylamino)benzophenone is combustible.
Safety ProfileConfirmed humancarcinogen with experimental carcinogenicand neoplastigenic data. A poison byingestion. Mutation data reported. Aflammable liquid. When heated todecomposition it emits toxic fumes of NOx.
Potential ExposureMutagen. Animal Carcinogen.Michler’s ketone is a dye intermediate and derivative ofdimethylaniline. It is also used in antifreeze formulations,cosmetics, cleaning compounds; heat transfer fluids;as a chemical intermediate in the synthesis of at least 13dyes and pigments, especially auramine derivatives.
First aidSkin Contacr52: Flood all areas of body thathave contacted the substance with water.Do not wait tofemove contaminated clothing; do it under the water stream.Use soapto help assure removal. Isolate contaminatedclothing when removed to prevent contact by others. EyeContact: Remove any contact Tenses at once. Immediatelyflush eyes well with copious quantities of water or normalsaline for at least 20- 30 min. Seek medical attention.Imhalation: Leave contaminated area immediately; breathefresh air. Proper respiratory protection must be supplied toany rescuers. If coughing, difficult breathing. or any othersymptoms develop, seek medical attention at once, even isymptoms develop many hours after exposure. Ingestion: IFunconscious or convulsing, do not induce vomiting or giveanything by mouth. Assure that victim's airway is open andlay him on his side with his head lower than his body andfransport at once to a medical facility. If conscious and noCconvutsing, give a glass of water to dilute the substance. Imedical advice is not readily available, do not inducevomiting, and rush the victim to the nearest medicalfacility.
CarcinogenicityMichler’s ketone is reasonably anticipated to be a human cagen based on sufficient evidence of carcinogenicity from studrcinoies in experimental animals.
storageColor Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in a refrigerator or a cool, dry place awayfrom peroxides, aldehydes, strong acids. Where possible,automatically pump liquid from drums or other storage containers to process containers. A regulated, marked areashould be established where this chemical is handled, used,or stored in compliance with OSHA Standard 1910.1045.
ShippingUN3143 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-Poisonousmaterials, 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 MethodsDissolve 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.]
IncompatibilitiesIncompatible with oxidizers (chlorates,nitrates, peroxides, permanganates, perchlorates,chlorine, bromine, fluorine, etc.); contact may cause firesor explosions. Keep away from aldehydes, alkalinematerials, strong acids, strong bases, strong reducingagents such as hydrideds and active metals. Contactwith hydrogen peroxide may form heat- and shock- sensitiveexplosives.
Waste DisposalDo not discharge into drainsor sewers. Consult with environmental regulatory agenciesfor guidance on acceptable disposal practices. If allowed,Incineration with effluent gas scrubbing is recommended.Containers must be disposed of properly by followingpackage label directions or by contacting your local orfederal environmental control agency, or by contactingyour regional EPA office.

Michler's ketone Preparation Products And Raw materials

Raw materialsEthanol-->Methanol-->Formaldehyde-->ETHYLENE OXIDE-->N,N-Dimethylaniline-->Oxygen-->N-Methylaniline-->Chloranil
Preparation ProductsCrystal Violet-->Basic Blue 11-->Basic Blue 26-->4,4'-Bis(dimethylamino)thiobenzophenone-->4,4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE)-->4,4'-Bis(dimethylamino)benzhydrol-->ACID VIOLET 6BN-->Methanaminium, N-[4-[[4-(dimethylamino)phenyl][4-(2-naphthalenylamino)-1-naphthalenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride, disulfo deriv.-->Crystal Violet
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