Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Chemical Properties

Melting point:

144.5-147 °C(lit.)

Boiling point:

456.0±55.0 °C(Predicted)

Density 

1.14

vapor pressure 

0Pa at 20℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

71.8g/L in organic solvents at 20 ℃

form 

Oil to Thick Oil

color 

Colourless to Yellow

Water Solubility 

35mg/L at 25℃

InChI

InChI=1S/C18H21O3P/c1-5-21-22(20,16-9-7-6-8-10-16)18(19)17-14(3)11-13(2)12-15(17)4/h6-12H,5H2,1-4H3

InChIKey

ZMDDERVSCYEKPQ-UHFFFAOYSA-N

SMILES

P(C1=CC=CC=C1)(C(=O)C1=C(C)C=C(C)C=C1C)(OCC)=O

LogP

2.91 at 25℃

CAS DataBase Reference

84434-11-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

2

RTECS 

DJ0700000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Usage And Synthesis

Uses

Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate(Photoinitiator TPO-L) is a liquid photoinitiator for low yellowing, low odor formulations, commonly used in screen printing inks, lithographic printing inks, flexo printing inks, photoresists, varnishes, printing Plates and other fields.

Uses

P-Phenyl-P-(2,4,6-trimethylbenzoyl)-Phosphinic acid Ethyl Ester is a photoinitiator for UV curable coatings.

Definition

ChEBI: Ethyl (mesitylcarbonyl)phenylphosphinate is a member of benzoic acids.

Flammability and Explosibility

Non flammable

Synthesis

0.1 mol phenylphosphinic acid and 100 mL chlorobenzene were added to the reaction vessel. 0.11 mol 2,4,6-trimethylbenzaldehyde was added dropwise under controlled temperature, followed by 2 hours of incubation at 100-120°C. After cooling, pH was adjusted to 4-6 with hydrochloric acid, then 0.13 g vanadium acetylacetonate was added as a catalyst. 0.15 mol of 35% hydrogen peroxide was added dropwise at a rate of 5-10 drops per minute, with the mixture insulated at 5-10°C. The reaction was monitored by TLC until completion.
The reaction mixture was diluted with 100 mL water, neutralized with saturated sodium bicarbonate, and the organic layer was separated and washed twice with water. Excess oxidant was reduced with aqueous sodium sulfite, and the organic layer was separated and washed again. The mixture was dehydrated with anhydrous sodium sulfate, filtered to remove the desiccant.
To the dehydrated organic layer, 0.11 mol sodium hydroxide was added, followed by dropwise addition of 0.55 mol diethyl sulfate at 60-80°C. After the reaction was complete, the mixture was adjusted to pH 8-10 with sodium hydroxide, washed with water, and the organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under reduced pressure to yield Ethyl phenyl(2,4,6-trimethylbenzoyl)phosphinate.

Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate(84434-11-7)Related Product Information

• ETHYLENE OXIDE
• NITRIC OXIDE
• Boron oxide
• Amino tris(methylene phosphonic acid)
• Iron oxide
• Rutile
• Ethyl acetate
• 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone
• Ethyl propionate
• Ethyl vanillin
• Magnesium oxide
• Ethylbenzene
• Ethyl formate
• Zinc oxide
• Ethanol
• Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide
• Ethyl acrylate
• Triethyl phosphonoacetate