Product Name

  • Name

    diphenyl phenylphosphonate

  • EINECS
  • CAS No. 3049-24-9
  • Article Data31
  • CAS DataBase
  • Density 1.24g/cm3
  • Solubility
  • Melting Point 72.0 to 76.0 °C
  • Formula C18H15 O3 P
  • Boiling Point 425.2°Cat760mmHg
  • Molecular Weight 310.289
  • Flash Point 224.4°C
  • Transport Information
  • Appearance
  • Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of POx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 3049-24-9 (diphenyl phenylphosphonate)
  • Hazard Symbols
  • Synonyms Phosphonicacid, phenyl-, diphenyl ester (6CI,7CI,8CI,9CI); Diphenyl benzenephosphonate;Diphenyl phenylphosphonate; NSC 25435; Triphenyl phosphonate
  • PSA 45.34000
  • LogP 4.66300

Synthetic route

diphenyl phenylphosphonite
13410-61-2

diphenyl phenylphosphonite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With dihydrogen peroxide In 1,4-dioxane; water at 8 - 12℃; for 1h;98.7%
With tetrachloromethane; benzaldehyde
triphenyl phosphite
101-02-0

triphenyl phosphite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); Phenyl triflate In neat (no solvent) at 160℃; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;94%
Multi-step reaction with 2 steps
1: tris-(dibenzylideneacetone)dipalladium(0) / diethyl ether / 50 °C / Inert atmosphere; Schlenk technique
2: tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 8 h / 160 °C / Inert atmosphere
View Scheme
triphenyl phosphite
101-02-0

triphenyl phosphite

iodobenzene
591-50-4

iodobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With nickel dichloride; triethyl phosphite at 160℃; for 4h; Arbuzov reaction;93%
With sodium dodecyl-sulfate; triethylamine In water at 100℃; for 2h;91%
With triethylamine In neat (no solvent) at 100℃; for 5h; Green chemistry;79%
triphenyl phosphite
101-02-0

triphenyl phosphite

Diphenyliodonium triflate
66003-76-7

Diphenyliodonium triflate

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 35℃; for 16h; Inert atmosphere; Schlenk technique; Irradiation;89%
diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

phenylboronic acid
98-80-6

phenylboronic acid

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With 2,2':6,2''-terpyridine; cobalt(II) bromide; zinc In acetonitrile at 20℃; for 24h;84%
iodobenzene
591-50-4

iodobenzene

diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With sodium dodecyl-sulfate; triethylamine In water at 100℃; for 3h;81%
With triethylamine In neat (no solvent) at 100℃; for 7h; Green chemistry;71%
With copper(l) iodide; sodium hydride 1.) HMPT, 70-80 deg C; 2.) 150-160 deg C, 1 h; Yield given. Multistep reaction;
triphenyl phosphite
101-02-0

triphenyl phosphite

aniline
62-53-3

aniline

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tert.-butylnitrite; salicylic acid In acetonitrile at 20℃; for 2h; Schlenk technique; Inert atmosphere;81%
Stage #1: aniline With tert.-butylnitrite; toluene-4-sulfonic acid In acetonitrile at 0℃; for 0.25h; Sandmeyer Reaction;
Stage #2: triphenyl phosphite In acetonitrile at 0.25℃; for 8h; Sandmeyer Reaction;		79%
With tert.-butylnitrite In dimethyl sulfoxide at 70℃; for 0.666667h; Sealed tube;
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

lithium phenolate
555-24-8

lithium phenolate

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;80.2%
In diethyl ether at -60℃;24%
triphenyl phosphite
101-02-0

triphenyl phosphite

1-(methylsulfonyl)-2-(phenyl)diazene
23265-32-9

1-(methylsulfonyl)-2-(phenyl)diazene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;77%
C24H20O3P(1+)*I(1-)

C24H20O3P(1+)*I(1-)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 160℃; for 8h; Time; Inert atmosphere;53%
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform48%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In diethyl ether; toluene at 0 - 20℃; for 3.16667h; Inert atmosphere;38%
phenyltetrachlorophosphorane
4895-65-2

phenyltetrachlorophosphorane

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Cumene hydroperoxide
80-15-9

Cumene hydroperoxide

diphenyl phenylphosphonite
13410-61-2

diphenyl phenylphosphonite

A

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

B

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In chlorobenzene at 29.9℃; Rate constant; Mechanism;
...Expand
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

phenyl-phosphonic acid-difluoride
657-39-6

phenyl-phosphonic acid-difluoride

phenol
108-95-2

phenol

A

Phenylphosphonsaeure-phenylesterfluorid
79905-96-7

Phenylphosphonsaeure-phenylesterfluorid

B

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With pyridine 1.) 1 h 100 deg C; 2. benzene, rt, 1 h reflux; Yield given. Multistep reaction;
...Expand
Phenylchlorophosphonic Acid Phenyl Ester
61274-57-5

Phenylchlorophosphonic Acid Phenyl Ester

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With pyridine In benzene
bis(4-nitrophenyl) phenylphosphonate
38873-91-5

bis(4-nitrophenyl) phenylphosphonate

phenol
108-95-2

phenol

A

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

B

Phenyl-phosphonic acid 4-nitro-phenyl ester phenyl ester

Phenyl-phosphonic acid 4-nitro-phenyl ester phenyl ester

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 25℃; Rate constant; Mechanism; various solvents; I = 0.5 or 0.1 mol L-1 NMe4Cl;
...Expand
4-Methylanisole
104-93-8

4-Methylanisole

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: p-methylanizole; Dichlorophenylphosphine With aluminium trichloride at 20℃;
Stage #2: With water In dichloromethane
triphenyl phosphite
101-02-0

triphenyl phosphite

bromobenzene
108-86-1

bromobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With nickel dichloride; triethyl phosphite at 173℃; for 6h; Arbuzov reaction;98 % Spectr.
With Raney nickel at 125 - 250℃; under 2 - 3 Torr; for 4.5h; Inert atmosphere; Large scale;
phenyltetrachlorophosphorane
4895-65-2

phenyltetrachlorophosphorane

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfur dioxide
View Scheme
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxygen
View Scheme
Multi-step reaction with 3 steps
1: chlorine
2: sulfur dioxide
View Scheme
Multi-step reaction with 2 steps
1: chlorine
View Scheme
diphenylmercury(II)
587-85-9

diphenylmercury(II)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus trichloride / 180 °C
2: oxygen
View Scheme
Multi-step reaction with 4 steps
1: phosphorus trichloride / 180 °C
2: chlorine
3: sulfur dioxide
View Scheme
Multi-step reaction with 3 steps
1: phosphorus trichloride / 180 °C
2: chlorine
View Scheme
hydroquinone
123-31-9

hydroquinone

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: phenol With titanium tetrachloride; trichlorophosphate at 70 - 90℃;
Stage #2: hydroquinone With titanium tetrachloride; triethylamine at 130 - 140℃; Reagent/catalyst; Temperature;
aniline
62-53-3

aniline

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrafluoroboric acid / water / 0.25 h
1.2: 0.5 h / 0 °C
1.3: 0 - 20 °C
2.1: acetonitrile / 24 h / 20 °C / Inert atmosphere; Irradiation
View Scheme
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

triphenyl phosphite
101-02-0

triphenyl phosphite

bromobenzene
108-86-1

bromobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: triphenyl phosphite; bromobenzene at 240 - 250℃; for 3.5h; Inert atmosphere; Large scale;
Stage #2: P,P-dichlorophenylphosphine oxide With magnesium chloride at 135 - 140℃; Temperature; Inert atmosphere; Large scale;
...Expand
triphenyl phosphite
101-02-0

triphenyl phosphite

C24H20O3P(1+)*I(1-)

C24H20O3P(1+)*I(1-)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 160℃; for 8h; Inert atmosphere;
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

2-hydroxyphenylphenylphosphinic acid phenyl ester

2-hydroxyphenylphenylphosphinic acid phenyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -80 - 0℃;84%
N-chlorodimesylamine
71954-24-0

N-chlorodimesylamine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

A

N-Mesyl-triphenoxyphosphinimid
102173-66-0

N-Mesyl-triphenoxyphosphinimid

B

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
In dichloromethane for 18h;A 82%
B n/a
...Expand
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

bis(2-hydroxyphenyl)phenyl-λ5-phosphanone
112122-94-8

bis(2-hydroxyphenyl)phenyl-λ5-phosphanone

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75 - 20℃; for 6h; Inert atmosphere;79%
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -80 - 0℃;54%
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

phenyl-phosphonic acid monophenyl ester
2310-87-4

phenyl-phosphonic acid monophenyl ester

Conditions
ConditionsYield
With lithium azide In N,N-dimethyl-formamide at 100℃; for 4h;37.5%
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

6-phenyl-6,7-dihydro-5H-dibenzo[c,h][1,2,5,7,6]dithiadiazaphosphonine
98310-25-9

6-phenyl-6,7-dihydro-5H-dibenzo[c,h][1,2,5,7,6]dithiadiazaphosphonine

Conditions
ConditionsYield
at 180℃; under 10 Torr;
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

alcoholic NaOH-solution

alcoholic NaOH-solution

A

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

B

phenol
108-95-2

phenol

...Expand

Triphenyl phosphonate Chemical Properties

Empirical Formula of Triphenyl phosphonate (CAS NO.3049-24-9): C18H15O3P
Molecular Weight: 310.2837 g/mol
EINECS: 221-261-9
Index of Refraction: 1.612
Density: 1.24 g/cm3
Flash Point: 224.4 °C
Enthalpy of Vaporization: 65.35 kJ/mol
Boiling Point: 425.2 °C at 760 mmHg
Vapour Pressure: 4.82E-07 mmHg at 25 °C
Structure of Triphenyl phosphonate (CAS NO.3049-24-9):
                      
IUPAC Name: Diphenoxyphosphorylbenzene
Canonical SMILES: C1=CC=C(C=C1)OP(=O)(C2=CC=CC=C2)OC3=CC=CC=C3
InChI: InChI=1S/C18H15O3P/c19-22(18-14-8-3-9-15-18,20-16-10-4-1-5-11-16)21-17-12-6-2-7-13-17/h1-15H
InChIKey: CDOMXXVCZQOOMT-UHFFFAOYSA-N

Triphenyl phosphonate Toxicity Data With Reference

1.    

ipr-mus LD :>1250 mg/kg

     CBCCT*    “Summary Tables of Biological Tests“ National Research Council Chemical-Biological Coordination Center. 2 (1950),55.

Triphenyl phosphonate Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition Triphenyl phosphonate (CAS NO.3049-24-9) emits toxic vapors of POx.

Triphenyl phosphonate Specification

 Triphenyl phosphonate , its cas register number is 3049-24-9. It also can be called Diphenyl phenylphosphonate
; Diphenyl phenylphosphonate ; and Phosphonic acid, phenyl-, diphenyl ester .

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