Grundinformationen
- Standard-SMILES
Cc1cc(C)c(C(=O)P(=O)(c2ccccc2)c2ccccc2)c(C)c1- InChIKey
VFHVQBAGLAREND-UHFFFAOYSA-N- Summenformel
- C22H21O2P
- Durchschnittliche Molmasse
- 348,4 g/mol
- Monoisotopische Masse
- 348,12791654
Namen und Bezeichner
- Bevorzugter Name
- 2,4,6-Trimethylbenzoyl diphenylphosphine oxide
- IUPAC
- diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone
- Lokaler Name
- Diphenyl(2,4,6-trimethylbenzoyl)phosphinoxid
- Englischer Name
- Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide
- Summenformel
- C22H21O2P
- Molmasse
- 348.37
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
75980-60-8- PubChem CID
- 166480
- DTXSID
DTXSID4052502- ChEMBL
CHEMBL3561198- UNII
- B9EIM2D97X
- EC Number
- 278-355-8
- Nikkaji
- J240.339K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5
- Polarare Oberfläche (TPSA)
- 34,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 468
Experimentelle und physikochemische Eigenschaften
Physical Description
Large Crystals; Liquid; Liquid; CBI; Dry Powder
Solid (yellow powder)
Physikochemische Eigenschaften
- Schmelzpunkt
- 88 · 88-92 °C(lit.)
- Siedepunkt
- 519.6 · 519.6±60.0 °C(Predicted)
- Dichte
- 1.12 g/mL · 1.12 g/mL at 25 °C(lit.)
- Dampfdruck
- 0 Pa · 0Pa at 25℃
- Brechungsindex
- 20 · n20/D 1.475(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- soluble in Methanol
- Aggregatzustand
- powder to crystal
- Farbe
- Light yellow to Yellow to Green
- Wasserlöslichkeit
- 3.4 mg/L · 3.4mg/L at 20℃
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Kosmetik-Inhaltsstoffe Funktionen
- NAIL SCULPTING
- InChI
- 1S/C22H21O2P/c1-16-14-17(2)21(18(3)15-16)22(23)25(24,19-10-6-4-7-11-19)20-12-8-5-9-13-20/h4-15H,1-3H3
- InChIKey
- VFHVQBAGLAREND-UHFFFAOYSA-N
- SMILES
- Cc1cc(C)c(c(C)c1)C(=O)P(=O)(c2ccccc2)c3ccccc3
- LogP
- 3.1 at · 3.1 at 23℃
- CAS Datenbank
- 75980 · 75980-60-8(CAS DataBase Reference)
- EPA chemische Informationen
- Phosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)- (75980-60-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P203, P261, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.4% (13 of 3088) of reports.
Warning
H317 (12.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
Gefahrenhinweise
Regulatory Information
Chemical: Phosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)-
Hazard Traits - Reproductive Toxicity
Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanone, (diphenylphosphinyl)(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: 03-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13110
Substance: diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide
Hazard Classes and Categories
Skin Sens. 1 (12.5%)
Reproductive toxicity - category 2
Repr. 1B
Toxikologische Informationen
Toxicity Summary
A 2014 Expert Opinion by the European Commission's Scientific Committee on Consumer Safety (SCCS) noted that the acute oral LD50 of Trimethylbenzoyl diphenylphosphine oxide (TPO) in rats was greater than 5000 mg/kg body weight, the dermal LD50 in rats was greater than 2000 mg/kg body weight, and that no data are available for acute inhalation toxicity. Also, the 2014 Expert Opinion described 28-day and 90-day oral studies in rats. The NOAEL in the 28-day study was 50 mg/kg body weight/day and the NOAEL in the 90-day study was 100 mg/kg body weight/day. Further, TPO showed irritation potential to rabbit skin and rabbit eyes, showed moderate sensitization potential in a Local Lymph Node Assay (LLNA) test in mice, and showed no genotoxic/mutagenic potential in bacterial gene mutation and Chinese hamster V79 cell assays. In addition, the 2014 Expert Opinion noted that no carcinogenicity are available while repeated dose toxicity studies in rats found marked testicular atrophy. The 2014 Expert Opinion concluded that Trimethylbenzoyl diphenylphosphine oxide (TPO) is safe when used as a nail modelling product at a concentration of at maximum 5.0%. However, the 2014 SCCS Expert Opinion noted that TPO is considered a moderate skin sensitizer and that other potential uses in cosmetic products cannot be evaluated without further documentation. Further evaluation led to the European Commission prohibitiing the use of TPO in cosmetic products beginning on September 1, 2025 (via the adoption of Commission Regulation (EU) 2025/877). This was the result of TPO being classified as a CMR category 1B reproductive toxicant by Commission Delegated Regulation (EU) 2024/197 under the CLP Regulation (Regulation (EC) No 1272/2008), and this classification triggered the mandatory inclusion of TPO in Annex II (prohibited substances) of the Cosmetics Regulation via Regulation (EU) 2025/877.
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29319090
- RTECS-Nr.
- SZ0395000
- risk_code
- 22-62-51/53
- hazard_code
- Xn,N
- safety_code
- 22-24/25-61-36/37
- hazard_class
- 9
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Chronic 2Repr. 2Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
A 2021 review describes in detail the mechanism of actionr of trimethylbenzoyl-diphenylphosphine oxide as a type-1 photoinitiator in dental resin composites. It undergoes rapid cleavage from a triplet excited state to yield two radicals (trimethylbenzoyl radical and diphenylphosphinoyl radical) that initiate polymerization.
Verwendung und Herstellung
Consumer Uses
Solvent
The European Commission prohibited the use of TPO in cosmetic products beginning on September 1, 2025 (via the adoption of Commission Regulation (EU) 2025/877). This was the result of TPO being classified as a CMR category 1B reproductive toxicant by Commission Delegated Regulation (EU) 2024/197 under the CLP Regulation (Regulation (EC) No 1272/2008), and this classification triggered the mandatory inclusion of TPO in Annex II (prohibited substances) of the Cosmetics Regulation via Regulation (EU) 2025/877.
Industry Uses
Not Known or Reasonably Ascertainable
A 2021 review describes use as a photoinitiator in dental resin composites.
General Manufacturing Information
Printing Ink Manufacturing
Methanone, (diphenylphosphinyl)(2,4,6-trimethylphenyl)-: ACTIVE
Anwendungen
VerwendenDiphenyl(2,4,6-trimethylbenzoyl)phosphine oxide is a photo initiator, used in many kinds of ink industries
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