4,4'-Bis(diethylamino) benzophenone Chemical Properties

Melting point:

89-92 °C(lit.)

Boiling point:

475.7±30.0 °C(Predicted)

Density 

1.048±0.06 g/cm3(Predicted)

bulk density

400kg/m3

vapor pressure 

0Pa at 20℃

Flash point:

151 °C

storage temp. 

Store below +30°C.

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

4.14±0.32(Predicted)

form 

Crystalline Granules

color 

Yellow to yellow-green

PH

4-6 (50g/l, H2O, 20℃)

Water Solubility 

insoluble

Sensitive 

Light Sensitive

λmax

352nm(THF)(lit.)

BRN 

2148611

InChIKey

VYHBFRJRBHMIQZ-UHFFFAOYSA-N

LogP

5.2 at 35℃

CAS DataBase Reference

90-93-7(CAS DataBase Reference)

EPA Substance Registry System

Methanone, bis[4-(diethylamino)phenyl]- (90-93-7)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-50/53

Safety Statements 

26-60-61-36-24/25

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

RTECS 

OS9545500

F 

8

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

HS Code 

29223990

Toxicity

LD50 orally in Rabbit: 5000 mg/kg

MSDS

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

4,4'-Bis(diethylamino) benzophenone Usage And Synthesis

Description

4,4'-Bis(diethylamino) benzophenone is a highly efficient type II free radical photoinitiator that can initiate polymerization of oligomers under ultraviolet light. In addition, tetraethyl Michler's ketone is also an intermediate in the production of basic brilliant blue dye BO and triphenylmethane chemicals.

Chemical Properties

YELLOW TO YELLOW-GREEN CRYSTALLINE GRANULES

Flammability and Explosibility

Not classified

Synthesis

General procedure for the synthesis of tetraethyl mithridone from 4,4'-methylenebis(N,N-dimethylaniline): 4,4'-bis(dialkylamino)diphenylmethane (30g), cobalt complex (3) (0.9g), tetrachlorophenylhydrazine (0.9g), trioctylmethylammonium chloride (1g), and chlorobenzene (100 ml) were added into 250 ml four necked flask. At room temperature, 30% hydrogen peroxide (13.2 g) was slowly added dropwise and the reaction temperature was controlled between 20 and 25°C. The progress of the reaction was monitored by thin layer chromatography (TLC) until the ingredients were fully reacted. Upon completion of the reaction, the reaction mixture was cooled to 5 °C, washed by adding 30 ml of 20% sodium bisulfite solution, and left to stratify. The organic phase was concentrated by distillation under reduced pressure to give the crude product of tetraethyl mithridone (29 g). The crude product was recrystallized with n-heptane (29 g) to give a light yellow tetraethyl mesterolone solid (25.3 g), which was analyzed by high performance liquid chromatography (HPLC) and showed a purity of 99.1%.

Purification Methods

Crystallise the phenone from EtOH (25mL/g) and dry it under vacuum. Its picrate forms yellow needles from EtOH with m 178.5o. [Beilstein 14 II 59.]

References

[1] Patent: CN107686450, 2018, A. Location in patent: Paragraph 0020; 0023; 0026; 0029; 0031; 0032; 0033

4,4'-Bis(diethylamino) benzophenone(90-93-7)Related Product Information

• Michler's ketone
• Tetraethylammonium bromide
• Tetraethylammonium hydroxide
• Benzophenone oxime
• 2-Aminobenzophenone
• Benzophenone
• TETRAETHYLSILANE
• Benzophenone imine
• (3,4-Diaminophenyl)phenylmethanone
• 2,2',4,4'-Tetrahydroxybenzophenone
• 4-bromo-4'-fluorobenzophenone
• Tetrabutylphosphonium bromide
• Tetraethylammonium Chloride
• TETRAETHYLPHOSPHONIUM BROMIDE
• Tetraethylene glycol dimethyl ether
• Tetraethylammonium tetrafluoroborate
• Tetraethylammonium acetate
• TETRAETHYLAMMONIUM FLUORIDE DIHYDRATE