Product Name

  • Name

    Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide

  • EINECS 423-340-5
  • CAS No. 162881-26-7
  • Article Data25
  • CAS DataBase
  • Density 1.173 g/cm3
  • Solubility soluble in acetone, acetonitrile, toluene, and hexanedioldiacrylate
  • Melting Point 131-135 °C
  • Formula C26H27O3P
  • Boiling Point 589.968 °C at 760 mmHg
  • Molecular Weight 418.472
  • Flash Point 310.602 °C
  • Transport Information
  • Appearance
  • Safety 22-24-37-61
  • Risk Codes 43-53
  • Molecular Structure Molecular Structure of 162881-26-7 (Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide)
  • Hazard Symbols IrritantXi
  • Synonyms Phosphineoxide, phenylbis(2,4,6-trimethylbenzoyl)- (9CI);Bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide;Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide;
  • PSA 61.02000
  • LogP 6.20620

Synthetic route

bis (2,4,6-trimethylbenzoyl) phenylphosphine
620596-61-4

bis (2,4,6-trimethylbenzoyl) phenylphosphine

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
With Nitrogen dioxide In toluene for 1.5h; Inert atmosphere;94.7%
With dihydrogen peroxide at 55℃; for 2h; Temperature; Reagent/catalyst;93.2%
With dihydrogen peroxide at 55℃; for 2h; Temperature;93.9%
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: Dichlorophenylphosphine With sodium amalgam In toluene for 1h; Reflux; Inert atmosphere;
Stage #2: With tert-butyl alcohol In toluene for 1h; Inert atmosphere; Reflux;
Stage #3: mesitylene-2-carboxylic acid chloride In toluene at 40℃; for 1h; Reagent/catalyst; Inert atmosphere;		91%
Stage #1: With sodium In toluene at 20 - 98℃; Heating / reflux;
Stage #2: Dichlorophenylphosphine In toluene for 17h; Heating / reflux;
Stage #3: mesitylene-2-carboxylic acid chloride With peracetic acid; 3-methylpentan-3-ol more than 3 stages;		87%
Stage #1: With sodium In toluene at 20 - 98℃; Heating / reflux;
Stage #2: Dichlorophenylphosphine In toluene for 17h; Heating / reflux;
Stage #3: mesitylene-2-carboxylic acid chloride With peracetic acid; 3-methylpentan-3-ol Product distribution / selectivity; more than 3 stages;		86%
C26H31O3P

C26H31O3P

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
With vanadium(IV) bis(2,4-pentanedionate); dihydrogen peroxide at 20℃; for 16.5h; Reagent/catalyst;89%
With dihydrogen peroxide at 20℃; for 10h; Time;40 g
C26H27Cl4P

C26H27Cl4P

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide In toluene78%
mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: With sodium; pentaphenylcyclopentaphosphane In toluene at 20℃; Heating / reflux;
Stage #2: With tert-butyl alcohol In toluene at 98 - 110℃; for 17h; Heating / reflux;
Stage #3: mesitylene-2-carboxylic acid chloride With dihydrogen peroxide more than 3 stages;
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: With N,N,N,N,-tetramethylethylenediamine; sodium In xylene at 105 - 110℃;
Stage #2: P,P-dichlorophenylphosphine oxide In toluene for 23.16h; Heating / reflux;
Stage #3: mesitylene-2-carboxylic acid chloride With dihydrogen peroxide more than 3 stages;
4-isopropylthioxanthone

4-isopropylthioxanthone

2-isopropyl-9H-thioxanthen-9-one
5495-84-1

2-isopropyl-9H-thioxanthen-9-one

A

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

B

2-hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)-benzyl)-phenyl)-2-methylpropan-1-one
474510-57-1

2-hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)-benzyl)-phenyl)-2-methylpropan-1-one

...Expand
triphenylphosphine
603-35-0

triphenylphosphine

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium / tert-butyl alcohol; chlorobenzene; toluene / Reflux
1.2: 20 - 100 °C
2.1: tert-butyl alcohol; chlorobenzene; water; toluene / 0.5 h / 80 °C
3.1: dihydrogen peroxide / tert-butyl alcohol; chlorobenzene; water; toluene / 2 h / 40 - 50 °C
View Scheme
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium / toluene / 16.5 h / Inert atmosphere; Reflux
1.2: Inert atmosphere; Reflux
2.1: dihydrogen peroxide / methanol; water / 2.5 h / -5 - 20 °C / Inert atmosphere
3.1: dimethyl amine / 1,2-dichloro-ethane / -5 - 60 °C / Inert atmosphere
4.1: dihydrogen peroxide; vanadium(IV) bis(2,4-pentanedionate) / 16.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: trimethylsilan / toluene / 0.75 h / 20 °C / Inert atmosphere
1.2: 3 h / 70 - 80 °C / Inert atmosphere
2.1: toluene / 4.5 h / 50 - 100 °C / Inert atmosphere
3.1: Nitrogen dioxide / toluene / 1.5 h / Inert atmosphere
View Scheme
phenylphosphane
638-21-1

phenylphosphane

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dihydrogen peroxide / methanol; water / 2.5 h / -5 - 20 °C / Inert atmosphere
2: dimethyl amine / 1,2-dichloro-ethane / -5 - 60 °C / Inert atmosphere
3: dihydrogen peroxide; vanadium(IV) bis(2,4-pentanedionate) / 16.5 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: n-butyllithium / pentane; hexane / 0.75 h / -30 °C / Inert atmosphere; Cooling with ethanol-dry ice
1.2: Cooling
2.1: triethylamine / toluene / 25 - 28 °C / Inert atmosphere
3.1: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere
4.1: dihydrogen peroxide / 40 - 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: n-butyllithium / pentane; hexane / 0.75 h / -30 °C / Inert atmosphere; Cooling with ethanol-dry ice
1.2: Cooling
2.1: triethylamine / toluene / 25 - 28 °C / Inert atmosphere
3.1: diethyl ether; tert-butyl methyl ether / 20 °C / Inert atmosphere
4.1: dihydrogen peroxide / 40 - 50 °C
View Scheme
(trichloromethyl)mesitylene
707-74-4

(trichloromethyl)mesitylene

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: (trichloromethyl)mesitylene; Dichlorophenylphosphine With magnesium In tetrahydrofuran Reflux;
Stage #2: With hydrogenchloride; dihydrogen peroxide In water		49 g
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride; hydrogenchloride / 2 h / 20 °C
2: magnesium / tetrahydrofuran / Reflux
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride / 3 h / 20 - 45 °C
2: toluene
3: dihydrogen peroxide / toluene
View Scheme
Multi-step reaction with 4 steps
1.1: aluminum (III) chloride / 26 - 30 °C / Inert atmosphere; Large scale
2.1: thionyl chloride / 35 °C / Large scale
3.1: sodium; potassium tert-butylate; L-serin / toluene / 7 h / 90 °C / Inert atmosphere
3.2: 7 h / 88 - 100 °C
4.1: dihydrogen peroxide / water / 6 h / 55 - 65 °C / pH 6 - 8
View Scheme
chlorobenzene
108-90-7

chlorobenzene

mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: phosphan; pyridine / diethyl ether / 2 h / 95 - 110 °C / Inert atmosphere
1.2: 2 h / 45 - 50 °C
2.1: dihydrogen peroxide / diethyl ether / 2 h / 30 - 45 °C / Inert atmosphere
View Scheme
mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / 35 °C / Large scale
2.1: sodium; potassium tert-butylate; L-serin / toluene / 7 h / 90 °C / Inert atmosphere
2.2: 7 h / 88 - 100 °C
3.1: dihydrogen peroxide / water / 6 h / 55 - 65 °C / pH 6 - 8
View Scheme
Phenylphosphin-P.P-bis-kaliumcarboxylat

Phenylphosphin-P.P-bis-kaliumcarboxylat

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 60 °C / Inert atmosphere
2: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 60 °C / Inert atmosphere
2: diethyl ether; tert-butyl methyl ether / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
C8H5O4P(2-)*2Li(1+)

C8H5O4P(2-)*2Li(1+)

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / toluene / 25 - 28 °C / Inert atmosphere
2: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / toluene / 25 - 28 °C / Inert atmosphere
2: diethyl ether; tert-butyl methyl ether / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
C12H17N2O4P

C12H17N2O4P

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere
2: dihydrogen peroxide / 40 - 50 °C
View Scheme
Phenylphosphin-P.P-bis-natriumcarboxylat

Phenylphosphin-P.P-bis-natriumcarboxylat

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; phosphorus trichloride / diethyl ether / 1 h / Inert atmosphere; Reflux
2: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine; phosphorus trichloride / diethyl ether / 1 h / Inert atmosphere; Reflux
2: diethyl ether; tert-butyl methyl ether / 20 °C / Inert atmosphere
3: dihydrogen peroxide / 40 - 50 °C
View Scheme
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

C29H30ClO4P

C29H30ClO4P

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 10 - 35℃; for 7h;62%
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

A

mesytaldehyde
487-68-3

mesytaldehyde

B

C23H27O4P

C23H27O4P

C

4-Oxo-4-<2,4,6-trimethyl-phenyl>-but-2-ensaeure-butylester
30313-12-3

4-Oxo-4-<2,4,6-trimethyl-phenyl>-but-2-ensaeure-butylester

D

(2,4,6-Trimethylbenzoyl) phenyl phosphine oxide

(2,4,6-Trimethylbenzoyl) phenyl phosphine oxide

Conditions
ConditionsYield
In benzene-d6 at 24℃; Irradiation;
...Expand
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

methyl 3,3-dimethyl-2-methylenebutanoate
79593-50-3

methyl 3,3-dimethyl-2-methylenebutanoate

A

mesytaldehyde
487-68-3

mesytaldehyde

B

C18H24O3

C18H24O3

C

C24H29O4P

C24H29O4P

D

(2,4,6-Trimethylbenzoyl) phenyl phosphine oxide

(2,4,6-Trimethylbenzoyl) phenyl phosphine oxide

Conditions
ConditionsYield
In benzene-d6 at 24℃; Irradiation;
...Expand
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

C26H27O3P(1-)

C26H27O3P(1-)

Conditions
ConditionsYield
In acetonitrile at 20℃; Reagent/catalyst; Solvent; Electrolysis;
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

phenyl(2,4,6-trimethylbenzoyl)phosphinic acid

phenyl(2,4,6-trimethylbenzoyl)phosphinic acid

Conditions
ConditionsYield
In acetonitrile at 20℃; Photolysis; Inert atmosphere;
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

C46H56N2O8P2

C46H56N2O8P2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / chloroform / 0.75 h / 75 °C / Inert atmosphere
1.2: 0.75 h / 75 °C / Inert atmosphere
2.1: dibutyltin(II) dilaurate / toluene / 1 h / 80 °C / Inert atmosphere
View Scheme
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

formaldehyd
50-00-0

formaldehyd

A

((chloromethyl)(phenyl)phosphoryl)(mesityl)methanone

((chloromethyl)(phenyl)phosphoryl)(mesityl)methanone

B

((hydroxymethyl)(phenyl)phosphoryl) (mesityl)methanone

((hydroxymethyl)(phenyl)phosphoryl) (mesityl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In chloroform at 75℃; for 0.75h; Inert atmosphere;A 92 mg
B 112 mg
...Expand
phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide
162881-26-7

phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide

formaldehyd
50-00-0

formaldehyd

A

((3-(hydroxymethyl)-2,4,6-trimethylbenzoyl)(phenyl)phosphoryl) (mesityl)methanone

((3-(hydroxymethyl)-2,4,6-trimethylbenzoyl)(phenyl)phosphoryl) (mesityl)methanone

B

((hydroxymethyl)(phenyl)phosphoryl) (mesityl)methanone

((hydroxymethyl)(phenyl)phosphoryl) (mesityl)methanone

Conditions
ConditionsYield
Stage #1: formaldehyd With aluminum (III) chloride In chloroform at 75℃; for 0.75h; Inert atmosphere;
Stage #2: phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide With aluminum (III) chloride In chloroform at 75℃; for 0.75h; Inert atmosphere;		A 2.9 g
B 1.7 g
...Expand

Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide Specification

The Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, with the CAS registry number 162881-26-7, is also known as Bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide. It belongs to the product categories of Miscellaneous; Organic Photoinitiators; Polymerization Initiators. Its EINECS number is 423-340-5. This chemical's molecular formula is C26H27O3P and molecular weight is 418.46. What's more, its systematic name is (Phenylphosphoryl)bis(mesitylmethanone). Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, acids and light.

Physical properties of Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide are: (1)ACD/LogP: 5.344; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.34; (4)ACD/LogD (pH 7.4): 5.34; (5)ACD/BCF (pH 5.5): 6779.82; (6)ACD/BCF (pH 7.4): 6779.82; (7)ACD/KOC (pH 5.5): 19229.90; (8)ACD/KOC (pH 7.4): 19229.90; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 61.02 Å2; (13)Index of Refraction: 1.589; (14)Molar Refractivity: 120.145 cm3; (15)Molar Volume: 356.703 cm3; (16)Polarizability: 47.629×10-24cm3; (17)Surface Tension: 48.8 dyne/cm; (18)Density: 1.173 g/cm3; (19)Flash Point: 310.602 °C; (20)Enthalpy of Vaporization: 88.034 kJ/mol; (21)Boiling Point: 589.968 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause long-term adverse effects in the aquatic environment and may cause sensitisation by skin contact. You should not breathe dust. When using it, you must avoid contact with skin and you need to wear suitable gloves. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1c(cc(cc1C)C)C)P(=O)(C(=O)c2c(cc(cc2C)C)C)c3ccccc3
(2)Std. 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
(3)Std. InChIKey: GUCYFKSBFREPBC-UHFFFAOYSA-N 

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