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HomeProduct name listMichler's ketone

Michler's ketone

Synonym(s):4,4′-Bis(dimethylamino)benzophenone;4,4′-Bis(dimethylamino)-benzophenone;N,N,N,N′-Tetramethyl-4,4′-diaminobenzophenone, Michler ketone

  • CAS NO.:90-94-8
  • Empirical Formula: C17H20N2O
  • Molecular Weight: 268.35
  • MDL number: MFCD00008312
  • EINECS: 202-027-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-03-14 15:18:25
Michler's ketone Structural

What is Michler's ketone?

Description

Michler'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 properties

white to light greenish crystals

Chemical properties

Michler’s ketone is a is a blue powder or white to green-colored leaflet material.

The Uses of Michler's ketone

In manufacture of dyes and pigments.

The Uses of Michler's ketone

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).

What are the applications of Application

Michler′s ketone is a benzophenone derivative and photosensitizer

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.

First aid

Skin 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.

Carcinogenicity

Michler’s ketone is reasonably anticipated to be a human cagen based on sufficient evidence of carcinogenicity from stud rcinoies in experimental animals.

storage

Color 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.

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.

Properties of Michler's ketone

Melting point: 174 -176 °C(lit.)
Boiling point: 360 °C
Density  1.0208 (rough estimate)
refractive index  1.5486 (estimate)
Flash point: 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.
CAS DataBase Reference 90-94-8(CAS DataBase Reference)
NIST Chemistry Reference Methanone, bis[4-(dimethylamino)phenyl]-(90-94-8)
IARC 2B (Vol. 99) 2010
EPA Substance Registry System Michler's ketone (90-94-8)

Safety information for Michler's ketone

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Health Hazard
GHS08
GHS Hazard Statements H318:Serious eye damage/eye irritation
H341:Germ cell mutagenicity
H350:Carcinogenicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Michler's ketone

InChIKey VVBLNCFGVYUYGU-UHFFFAOYSA-N

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