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)

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.

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)

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 Temperature

480 °C

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29223990

Hazardous Substances Data

90-94-8(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: > 6400 mg/kg

MSDS

• Language:English Provider:4,4'-Bis(dimethylamino)benzophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Michler's ketone Usage And Synthesis

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.

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.

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.

Michler's ketone(90-94-8)Related Product Information

• 4,4'-Bis(dimethylamino)thiobenzophenone
• 2-Aminobenzophenone
• Benzophenone
• Primidone
• 2,2',4,4'-Tetrahydroxybenzophenone
• Tetramethylammonium chloride
• Ethylenebis(nitrilodimethylene)tetraphosphonic acid
• (3,4-Diaminophenyl)phenylmethanone
• 3,4-Dihydroxybenzophenone
• Pyromellitic Dianhydride
• Benzophenone imine
• 4,4'-Dimethylbenzophenone
• 4,4'-Dihydroxybenzophenone
• 2,4-Difluorobenzophenone
• 2,4-Dihydroxybenzophenone
• Bis(4-fluorophenyl)-methanone
• Benzophenone oxime
• 4,4'-Methylenedianiline