Basic information
- CAS
162881-26-7- Standard SMILES
Cc1cc(C)c(C(=O)P(=O)(C(=O)c2c(C)cc(C)cc2C)c2ccccc2)c(C)c1- InChIKey
GUCYFKSBFREPBC-UHFFFAOYSA-N- Molecular formula
- C26H27O3P
- Average molar mass
- 418.5 g/mol
- Monoisotopic mass
- 418.16978135
Names & identifiers
- Preferred name
- Bis-trimethylbenzoyl phenylphosphine oxide
- IUPAC
- [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone
- English name
- Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide
- Molecular formula
- C26H27O3P
- Molecular weight
- 418.47
Names & synonyms
162881-26-7Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxidePhosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)-Bis-trimethylbenzoyl phenylphosphine oxideJOV61FMS35bis(2,4,6-trimethylbenzoyl)phenylphosphine oxideIRGACURE 801phenyl bis(2,4,6-trimethylbenzoyl)-phosphine oxide(Phenylphosphoryl)bis[(2,4,6-trimethylphenyl)methanone]EC 423-340-5Methanone, 1,1'-(phenylphosphinylidene)bis(1-(2,4,6-trimethylphenyl)-(PHENYLPHOSPHORYL)BIS((2,4,6-TRIMETHYLPHENYL)METHANONE)
Show more names
BAPOIRGACURE 819Photoinitiator 819OMNIRAD 819UV819OMNIRAD 380PhenylbisPI-819Photoinitiator XBPO
Methanone, 1,1'-(phenylphosphinylidene)bis[1-(2,4,6-trimethylphenyl)-RefChem:569435BIS-TRIMETHYLBENZOYL PHENYLPHOSPHINE OXIDE [INCI]423-340-5605-307-9(phenylphosphoryl)bis(mesitylmethanone)DTXSID8044597UNII-JOV61FMS35
Database identifiers
- CAS
162881-26-7- PubChem CID
- 164512
- DTXSID
DTXSID8044597- ChEMBL
CHEMBL3182971- UNII
- JOV61FMS35
- EC Number
- 423-340-5、605-307-9
- Nikkaji
- J1.013.677F
Properties
Computed structural properties
- XLogP
- 6
- Topological polar surface area
- 51.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 610
Experimental & physicochemical properties
CosmeticsCosmetic ingredients (Bis-Trimethylbenzoyl Phenylphosphine Oxide) -> CIR (Cosmetic Ingredient Review)
Physical DescriptionDry Powder; Large Crystals
Physicochemical properties
- Melting point
- 131 · 131-135 °C(lit.)
- Boiling point
- 590 · 590.0±60.0 °C(Predicted)
- Density
- 1.17 · 1.17±0.1 g/cm3(Predicted)
- vapor pressure
- 0 Pa · 0Pa at 20℃
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- acetone, acetonitrile, toluene, and hexanedioldiacrylate: soluble
- form
- powder
- color
- Pale Yellow to Yellow
- Water Solubility
- 100 μg/L · 100μg/L at 20-21℃
- λmax
- 366 nm · 366nm(MeOH)(lit.)
- Cosmetics Ingredients Functions
- LIGHT STABILIZER
- InChI
- InChI=1S/C26H27O3P/c1-16-12-18(3)23(19(4)13-16)25(27)30(29,22-10-8-7-9-11-22)26(28)24-20(5)14-17(2)15-21(24)6/h7-15H,1-6H3
- InChIKey
- GUCYFKSBFREPBC-UHFFFAOYSA-N
- SMILES
- P(C1C=CC=CC=1)(=O)(C(C1C(=CC(C)=CC=1C)C)=O)C(C1C(=CC(C)=CC=1C)C)=O
- LogP
- 5.77 · 5.77-5.8 at 22℃
- CAS DataBase Reference
- 162881 · 162881-26-7
- FDA UNII
- 61 FMS35 · JOV61FMS35
- EPA Substance Registry System
- Phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)- (162881-26-7)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317-H413
- Precautionary statements
- 261 · P261-P272-P273-P280-P302+P352-P333+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 43 · 43-53
- Safety Statements
- 22 · 22-24-37-61
- WGK Germany
- -
- TSCA
- TSCA listed
- HS Code
- 29319090 · 29319090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Skin · Aquatic Chronic 4Skin Sens. 1
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.1% (1 of 776) of reports.
Warning
H317 (99.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
Hazard information
Regulatory Information
Chemical: Methanone, 1,1â²-(phenylphosphinylidene)bis[1-(2,4,6-trimethylphenyl)-
Methanone, 1,1'-(phenylphosphinylidene)bis[1-(2,4,6-trimethylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanone, 1,1'-(phenylphosphinylidene)bis[1-(2,4,6-trimethylphenyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Status: Active Update: 11-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11625
Phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Sens. 1 (99.9%)
Skin Sens. 1 (99.8%)
Skin sensitisation - category 1A
Skin sensitization - Category 1A
Skin Sens. 1A
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- -
- tsca
- TSCA listed
- hs_code
- 29319090
- risk_code
- 43-53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24-37-61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H413
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Chronic 4Skin Sens. 1
- Precautionary statements
- P261-P272-P273-P280-P302+P352-P333+P313
Chemistry & industry
Uses & manufacturing
UsesCIR ingredient: Bis-Trimethylbenzoyl Phenylphosphine Oxide
U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesPhotosensitive agent
Industry UsesPhotosensitive agent
General Manufacturing Information
Adhesive Manufacturing
Methanone, 1,1'-(phenylphosphinylidene)bis[1-(2,4,6-trimethylphenyl)-: ACTIVE
Applications
DescriptionPhenylbis(2,4,6-trimethylbenzoyl) phosphine oxide can be used as a photoinitiator for: Radical polymerization of dental resins. It enhances the polymerization rate and conversion compared to other initiators. It is a polymer-based ceramic material modified with divinylbenzene for the preparation of high-temperature sensor applications.
UsesPhenylbis(2,4,6-trimethylbenzoyl)phosphine oxide is a useful research chemical compound.
UsesVersatile UV photoinitiator for radical polymerization of unsaturated resins, especially pigmented formulations.
Preparation methods
PreparationUnder nitrogen protection and room temperature, 1.4 g of zinc powder was added to the 100 mL reaction flask with stirring.15 ml of ethyl acetate, 4.1 g of 2,4,6-trimethyl benzoyl chloride, and a solution of 2.5 g of phenylphosphorus dichloride in 5 ml of ethyl acetate was added dropwise to the mixture. After that, the temperature was continued for 2 hours. After the completion of the reaction, 20 mL of water and 1.5 mL of 30% hydrogen peroxide were respectively added to the system, and the reaction was continued for half an hour. Saturated sodium bicarbonate solution was added to neutralize weakly alkaline. Finally, Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide was obtained after purification.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Additional notes
DefinitionPhenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (PPO) has a local absorption maximum in the visible spectrum at 405 nm and could provide sufficient initiating radicals to crosslink polyamic diacrylate ester in NMP[1]. Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (GR-XBPO) could be used as the reductant, and Monoethanolamine as the oxygen inhibition agent. After UV irradiation, oxygen-containing groups (OCGs) on the graphene oxide (GO) plane and edges are largely removed due to the reduction of GO by free radicals generated by photoinitiator decomposition[2].
Related reactions
3 records
Compound notes
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