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791-28-6

Basic Information
CAS No.: 791-28-6
Name: Triphenylphosphine oxide
Article Data: 1217
Cas Database
Molecular Structure:
Molecular Structure of 791-28-6 (Triphenylphosphine oxide)
Formula: C18H15OP
Molecular Weight: 278.29
Synonyms: phosphorane, triphenyl-, oxide;diphenylphosphorylbenzene;TPPO;Triphenyl phosphorus oxide;Phosphine oxide, triphenyl-;
EINECS: 212-338-8
Density: 1.17g/cm3
Melting Point: 154-158 °C
Boiling Point: 462.9 °C at 760 mmHg
Flash Point: 233.8 °C
Solubility: slightly soluble in water
Appearance: White solid
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-36/37/38-52/53
Safety: 26-61-36
Transport Information: N/A
PSA: 26.88000
LogP: 3.32600
Synthetic route
603-35-0

triphenylphosphine

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With CuO2H In acetonitrile at 70℃; for 6h;100%
With CuO2H In acetonitrile at 70℃; for 6h;100%
With periodate form of Amberlyst A26 In chloroform at 25℃; for 2h;100%
3878-44-2

Triphenylphosphine selenide

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With pyridine; trifluoroacetic anhydride for 2h;100%
With hexyl sulfide; oxygen In methanol; chloroform for 0.5h; Irradiation;100%
With hexyl sulfide In methanol; chloroform for 1h; Product distribution; Irradiation; other reagents;100%
751-35-9

9-fluorenone triphenylphosphazine

A

486-25-9

9-fluorenone

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With oxygen; methylene blue In dichloromethane at -78℃; for 0.0833333h; Irradiation; other reagent;A 100%
B n/a
With oxygen; methylene blue In dichloromethane Quantum yield; Irradiation;
603-35-0

triphenylphosphine

A

triphenylphosphine oxide hydrobromide

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With bromonitromethane In benzeneA 100%
B 88%
With bromonitromethane In benzene for 12h; Yield given. Yields of byproduct given;
3878-45-3

triphenylphosphine sulfide

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 20h; Mechanism; other thiophosphoramides are also investigated;100%
With 3,3-dimethyldioxirane In dichloromethane; acetone for 0.0833333h; Ambient temperature;100%
With pyridine; trifluoroacetic anhydride for 3h;100%
3240-34-4

[bis(acetoxy)iodo]benzene

603-35-0

triphenylphosphine

100-46-9

benzylamine

A

588-46-5

N-(phenylmethyl)acetamide

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
Stage #1: [bis(acetoxy)iodo]benzene; triphenylphosphine In chloroform for 1h; Heating;
Stage #2: benzylamine In chloroform for 0.166667h;
A 94%
B 100%
7312-39-2

3,3-diphenyl-1,2-indanedione

21204-67-1

methyl (triphenylphosphoranylidene)acetate

A

(E)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetic acid methyl ester

B

(Z)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetic acid methyl ester

C

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene at 20℃; for 5h; Wittig reaction;A 70%
B 11%
C 100%
7312-39-2

3,3-diphenyl-1,2-indanedione

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

A

(E)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetic acid ethyl ester

B

(Z)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetic acid ethyl ester

C

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene at 20℃; for 5h; Wittig reaction;A 65%
B 14%
C 100%
7312-39-2

3,3-diphenyl-1,2-indanedione

16640-68-9

cyanomethylene triphenylphosphorane

A

(E)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetonitrile

B

(Z)-(3,3-diphenyl-2-oxoindan-1-ylidene)acetonitrile

C

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene at 20℃; for 7h; Wittig reaction;A 63%
B 17%
C 100%
452296-51-4

(Z)-3-(4-bromophenyl)-3-iodoprop-2-en-1-ol

A

869209-22-3

1-bromo-4-((Z)-3-bromo-1-iodopropenyl)benzene

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃;A 100%
B n/a
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Chemistry

IUPAC Name: Diphenylphosphorylbenzene
Synonyms of Triphenyl Phosphine Oxide (CAS NO.791-28-6): 3-Acetylpropionic acid ; 4-Ketovaleric acid ; 4-Oxopentanoic acid ; Acetopropionic acid ; Levulinic acid ; Propionic acid, 3-acetyl- ; gamma-Ketovaleric acid
CAS NO: 791-28-6
Molecular Formula: C18H15OP
Molecular Weight: 791-28-6
Molecular Structure:
EINECS: 212-338-8
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 26.88 Å2
Index of Refraction: 1.619
Molar Refractivity: 82.91 cm3
Molar Volume: 236.2 cm3
Surface Tension: 48.2 dyne/cm
Density: 1.17 g/cm3
Flash Point: 233.8 °C
Enthalpy of Vaporization: 69.63 kJ/mol
Boiling Point: 462.9 °C at 760 mmHg
Vapour Pressure: 2.62E-08 mmHg at 25°C
Melting point: 154-158 °C 
Storage temp: Store at RT
Solubility methanol: 25 mg/mL, clear
Water solubility: slightly soluble 
Appearance: White solid
Product Categories of Triphenyl Phosphine Oxide (CAS NO.791-28-6): Catalysis and Inorganic Chemistry;Phosphine Ligands;Phosphorus Compounds

Uses

 Triphenyl Phosphine Oxide (CAS NO.791-28-6) is used for intermediates in organic synthesis and pharmaceutical, and it is also used for catalysts, extraction agents. Besides, it is still used for fluorescent anti-counterfeit powder.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 450mg/kg (450mg/kg)   National Technical Information Service. Vol. AD607-952,
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 847, 1979.
rat LD50 oral 1850mg/kg (1850mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 847, 1979.

Safety Profile

Safety Information about Triphenyl Phosphine Oxide (CAS NO.791-28-6):
Hazard Codes: HarmfulXn,Xi
Risk Statements: 22-36/37/38-52/53
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-61-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
WGK Germany: 2
RTECS: SZ1676000
HS Code: 29310095

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.