Product Name

  • Name

    Triphenyl phosphite

  • EINECS 202-908-4
  • CAS No. 101-02-0
  • Article Data73
  • CAS DataBase
  • Density 1.184 g/mL at 25 °C(lit.)
  • Solubility insoluble in water
  • Melting Point 22-24 °C
  • Formula C18H15O3P
  • Boiling Point 360 °C at 760 mmHg
  • Molecular Weight 310.289
  • Flash Point 218.3 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance colourless to pale yellow liquid
  • Safety 28-60-61-28A
  • Risk Codes 36/38-50/53
  • Molecular Structure Molecular Structure of 101-02-0 (Triphenyl phosphite)
  • Hazard Symbols HarmfulXn,DangerousN,IrritantXi
  • Synonyms Phenylphosphite ((C6H5O)3P) (6CI,7CI);ADK Stab TPP;Advance TPP;Doverphos 10;Irgafos TPP;Irgastab CH 55;Mark TPP;Mellite 310;Phosclere T 36;Plastistab 2334;Sumilizer TPP-R;Sumilizer TTP-R;TPP (plasticizer);TPP-R;Triphenoxyphosphine;Tris(phenoxy)phosphine;Weston TPP;
  • PSA 41.28000
  • LogP 5.45030

Synthetic route

phenol
108-95-2

phenol

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
With Hexamethylphosphorous triamide In toluene at 130℃; for 8h; Schlenk technique; Sealed tube; Inert atmosphere; regioselective reaction;100%
With phosphorus trichloride at 35 - 160℃; under 7.50075 Torr; for 6h; Temperature; Flow reactor; Inert atmosphere;94%
With 1H-imidazole; carbon disulfide; Hexamethylphosphorous triamide In benzene at 20 - 25℃; for 24h;86%
triphenylphosphite-borane complex

triphenylphosphite-borane complex

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
With tert-butyl alcohol; 4 A molecular sieve In tetrahydrofuran at 25℃; for 72h;100%
With piperazinomethyl polystyrene resin In toluene at 60℃; for 1.5h;
phenylphosphonic acid bis(N,N-diethylamide)
4519-35-1

phenylphosphonic acid bis(N,N-diethylamide)

aniline
62-53-3

aniline

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

N,N',N''-triphenylphosphorous triamide
15159-51-0

N,N',N''-triphenylphosphorous triamide

C

phenyl N,N'-diphenylphosphorodiamidite
26350-11-8

phenyl N,N'-diphenylphosphorodiamidite

D

diphenyl phenylphosphoramidite
26350-10-7

diphenyl phenylphosphoramidite

E

diethylamine
109-89-7

diethylamine

Conditions
ConditionsYield
for 17h; Product distribution; Heating;A n/a
B n/a
C n/a
D n/a
E 94.5%
phenylphosphonic acid bis(N,N-diethylamide)
4519-35-1

phenylphosphonic acid bis(N,N-diethylamide)

4-bromo-aniline
106-40-1

4-bromo-aniline

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

diethylamine
109-89-7

diethylamine

C

diphenyl (p-bromophenyl)phosphoramidite

diphenyl (p-bromophenyl)phosphoramidite

D

phenyl N,N'-bis(p-bromophenyl)phosphorodiamidite

phenyl N,N'-bis(p-bromophenyl)phosphorodiamidite

E

N,N',N''-tris(p-bromophenyl)phosphorous triamide

N,N',N''-tris(p-bromophenyl)phosphorous triamide

Conditions
ConditionsYield
for 22h; Product distribution; Heating;A n/a
B 91.4%
C n/a
D n/a
E n/a
methanol
67-56-1

methanol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

dimethyl phenylphosphonite
18351-42-3

dimethyl phenylphosphonite

C

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

Conditions
ConditionsYield
Stage #1: phosphorus trichloride; phenol at 65 - 250℃; for 3 - 4h;
Stage #2: methanol; methyl iodide at 210 - 250℃; for 1h; Product distribution / selectivity;
A 4.5%
B 4.8%
C 85.5%
sodium phenoxide
139-02-6

sodium phenoxide

phenol
108-95-2

phenol

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
With tetrachloromethane; phosphorous; 15-crown-5 at 50 - 70℃; for 3h;85%
2-diethylamino-5-methyl-1,3,2-oxathiaphospholene
160067-03-8

2-diethylamino-5-methyl-1,3,2-oxathiaphospholene

phenol
108-95-2

phenol

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
at 20℃; for 2h;85%
phenol
108-95-2

phenol

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phosphoric acid triphenyl ester
115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With pyridine In acetonitrile at 50℃; electrosynthesis;A 78%
B 20%
chlorotriphenoxy(trichloroacetyl)phosphorane
73569-84-3

chlorotriphenoxy(trichloroacetyl)phosphorane

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

Diphenyl phosphorochloridite
5382-00-3

Diphenyl phosphorochloridite

C

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Conditions
ConditionsYield
at 50℃; under 10 Torr; Mechanism;A n/a
B n/a
C 63.6%
trichloromethylphosphonous dichloride
3582-11-4

trichloromethylphosphonous dichloride

phenol
108-95-2

phenol

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

chloroform
67-66-3

chloroform

C

phosphoric acid triphenyl ester
115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
A 55.6%
B 34%
C 6.7%
PdI(Ph)[P(OPh)3]2

PdI(Ph)[P(OPh)3]2

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

[Pd[P(OPh)3]3]
1526910-17-7, 38892-02-3

[Pd[P(OPh)3]3]

C

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

D

C24H20O3P(1+)*I(1-)

C24H20O3P(1+)*I(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 160℃; for 4h; Inert atmosphere;A n/a
B n/a
C 37%
D 15%
phenol
108-95-2

phenol

2,4-dichloro-1,3-diphenyl-cyclodiphosphazane
39652-39-6, 67348-02-1

2,4-dichloro-1,3-diphenyl-cyclodiphosphazane

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

aniline hydrochloride
142-04-1

aniline hydrochloride

Diphenyl phosphorochloridite
5382-00-3

Diphenyl phosphorochloridite

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
With phenol Equilibrium constant;
Diphenyl phosphorochloridite
5382-00-3

Diphenyl phosphorochloridite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phenyl phosphorodichloridite
3426-89-9

phenyl phosphorodichloridite

Conditions
ConditionsYield
at 140℃; Equilibrium constant;
diphenyl bromophosphite
70445-76-0

diphenyl bromophosphite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phenyl dibromophosphite
70445-77-1

phenyl dibromophosphite

Conditions
ConditionsYield
at 140℃; Equilibrium constant;
diphenyl phenylphosphonite
13410-61-2

diphenyl phenylphosphonite

phenyl-phosphonochloridous acid phenyl ester
2171-93-9

phenyl-phosphonochloridous acid phenyl ester

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

Conditions
ConditionsYield
at 140℃; Equilibrium constant;
dineopentyl phenyl phosphite
80733-03-5

dineopentyl phenyl phosphite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

C

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester
88065-74-1

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester

D

neopentyl diphenyl phosphite
80705-49-3

neopentyl diphenyl phosphite

Conditions
ConditionsYield
With methyl iodide In neat (no solvent) at 33℃; for 1080h; Title compound not separated from byproducts;A n/a
B 28 % Spectr.
C 11 % Spectr.
D 27 % Spectr.
dineopentyl phenyl phosphite
80733-03-5

dineopentyl phenyl phosphite

methyl iodide
74-88-4

methyl iodide

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

C

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester
88065-74-1

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester

Conditions
ConditionsYield
In neat (no solvent) at 33℃; for 1080h; Title compound not separated from byproducts;A n/a
B 28 % Spectr.
C 11 % Spectr.
dineopentyl phenyl phosphite
80733-03-5

dineopentyl phenyl phosphite

methyl iodide
74-88-4

methyl iodide

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

C

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester
88065-74-1

Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester

D

neopentyl diphenyl phosphite
80705-49-3

neopentyl diphenyl phosphite

Conditions
ConditionsYield
In neat (no solvent) at 33℃; for 1080h; Title compound not separated from byproducts;A n/a
B 28 % Spectr.
C 11 % Spectr.
D 27 % Spectr.
phenol
108-95-2

phenol

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

Phosphorous acid 2-ethyl-phenyl ester diphenyl ester
100814-87-7

Phosphorous acid 2-ethyl-phenyl ester diphenyl ester

C

Phosphorous acid 2,6-diethyl-phenyl ester diphenyl ester
100814-86-6

Phosphorous acid 2,6-diethyl-phenyl ester diphenyl ester

D

Phosphorous acid 2,6-diethyl-phenyl ester 2-ethyl-phenyl ester phenyl ester
100814-84-4

Phosphorous acid 2,6-diethyl-phenyl ester 2-ethyl-phenyl ester phenyl ester

Conditions
ConditionsYield
With o-Hydroxyethylbenzene; 2,6-diethylphenol; triethylamine; phosphorus trichloride In toluene for 1h; Heating; Further byproducts given;A 9.2 % Chromat.
B 21.5 % Chromat.
C 26.2 % Chromat.
D 21.3 % Chromat.
ethanol
64-17-5

ethanol

diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phosphorous acid ethyl ester-diphenyl ester
2161-16-2

phosphorous acid ethyl ester-diphenyl ester

Conditions
ConditionsYield
With pyridine; pivaloyl chloride Multistep reaction;
diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phenyl hydrogen phosphonate
2310-89-6

phenyl hydrogen phosphonate

Conditions
ConditionsYield
With pyridine Mechanism; also thio derivative, var. reagents and solvents;
With trityl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 0.166667h; Disproportionation;
diphenyl thiophosphonate
58045-33-3

diphenyl thiophosphonate

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

C6H7O2PS

C6H7O2PS

Conditions
ConditionsYield
With pyridine
diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

pivaloyl chloride
3282-30-2

pivaloyl chloride

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

C17H19O4P

C17H19O4P

Conditions
ConditionsYield
With pyridine
phenyl H-phosphonate ammonium salt
54921-72-1

phenyl H-phosphonate ammonium salt

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

tetraphenyl pyrophosphite
33214-13-0

tetraphenyl pyrophosphite

Conditions
ConditionsYield
With pyridine
phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

phenol
108-95-2

phenol

triphenyl phosphite
101-02-0

triphenyl phosphite

tetraphenyl silicate

tetraphenyl silicate

triphenyl phosphite
101-02-0

triphenyl phosphite

Conditions
ConditionsYield
With phosphorus trichloride; benzene
tetraphenoxysilane
1174-72-7

tetraphenoxysilane

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

benzene
71-43-2

benzene

triphenyl phosphite
101-02-0

triphenyl phosphite

phenyl dibromophosphite
70445-77-1

phenyl dibromophosphite

A

triphenyl phosphite
101-02-0

triphenyl phosphite

B

phosphorus tribromide
7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
beim Erwaermen;
triphenyl phosphite
101-02-0

triphenyl phosphite

phosphoric acid triphenyl ester
115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With bis(2,4,6-triisopropylphenyl) telluroxide In acetonitrile at 20℃; for 0.5h;100%
With 1-methyl-3-(4-((2,4,6-triisopropylphenyl)tellanyl)benzyl)-1H-imidazol-3-ium hexafluorophosphate; Rose Bengal lactone at 15℃; for 2.5h; Reagent/catalyst; Irradiation; Ionic liquid;99%
With iodosylbenzene; Montmorillonite K10 In acetonitrile at 20℃; for 2h;93%
triphenyl phosphite
101-02-0

triphenyl phosphite

ethene
74-85-1

ethene

N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

A

2-(1-butenyl)aniline
7137-92-0

2-(1-butenyl)aniline

B

N-ethyl-p-tolylamine
622-57-1

N-ethyl-p-tolylamine

Conditions
ConditionsYield
With aniline; Fe(CO)5A n/a
B 100%
triphenyl phosphite
101-02-0

triphenyl phosphite

{(μ-propionyl)2(carbonyl)6diruthenium}

{(μ-propionyl)2(carbonyl)6diruthenium}

Ru2(CO)5(COC2H5)2(P(OC6H5)3)
93403-54-4

Ru2(CO)5(COC2H5)2(P(OC6H5)3)

Conditions
ConditionsYield
In hexane the reactants are mixed at room temp. under N2, react. time is ca 1 min; concg., chromy. on silica gel (CH2Cl2/petroleum ether);100%
triphenyl phosphite
101-02-0

triphenyl phosphite

tetraethyl ammonium pentacarbonyl (triphenyl phosphine) vanadat
10170-61-3

tetraethyl ammonium pentacarbonyl (triphenyl phosphine) vanadat

tetraethylammonium pentacarbonyl(triphenylphosphite)vanadate
79152-75-3

tetraethylammonium pentacarbonyl(triphenylphosphite)vanadate

Conditions
ConditionsYield
In tetrahydrofuran Kinetics; under N2 or Ar, ca. 20-fold excess of P(OPh)3, 68°C; detected by IR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)
12146-37-1, 124717-04-0

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

cis-{molybdenum(0)(carbonyl)4(P(O-phenyl)3)2}
107982-50-3, 16337-48-7, 59599-01-8

cis-{molybdenum(0)(carbonyl)4(P(O-phenyl)3)2}

B

bicyclo[2.2.1]hepta-2,5-diene
121-46-0

bicyclo[2.2.1]hepta-2,5-diene

Conditions
ConditionsYield
In tetrahydrofuran under argon; reaction in a calorimeter;A 100%
B n/a
triphenyl phosphite
101-02-0

triphenyl phosphite

bis(ethylene)rhodium acetylacetonate

bis(ethylene)rhodium acetylacetonate

Rh(acac)[P(OPh)3]2
25966-19-2

Rh(acac)[P(OPh)3]2

Conditions
ConditionsYield
In benzene-d6 complex dissolved in C6D6 under N2, 4 equiv. of P(OPh)3 added at 25°C;;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

tetrakis(triphenyl phosphite)palladium(0)
22372-54-9

tetrakis(triphenyl phosphite)palladium(0)

Conditions
ConditionsYield
In benzene excess of P(OPh)3 was added to a soln. of the Pd complex in benzene;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

(C2H5)4N(1+)*V(CO)5P((CH2)3CH3)3(1-)
34089-20-8

(C2H5)4N(1+)*V(CO)5P((CH2)3CH3)3(1-)

tetraethylammonium pentacarbonyl(triphenylphosphite)vanadate
79152-75-3

tetraethylammonium pentacarbonyl(triphenylphosphite)vanadate

Conditions
ConditionsYield
In tetrahydrofuran Kinetics; under N2 or Ar, ca. 20-fold excess of P(OPh)3, 68°C; detected by IR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

Na(1+)*V(CO)5P(C4H9)3(1-)=NaV(CO)5P(C4H9)3
79152-71-9

Na(1+)*V(CO)5P(C4H9)3(1-)=NaV(CO)5P(C4H9)3

Na(1+)*V(CO)5P(OC6H5)3(1-)*3C4H8O=NaV(CO)5P(OC6H5)3*3C4H8O
79152-73-1

Na(1+)*V(CO)5P(OC6H5)3(1-)*3C4H8O=NaV(CO)5P(OC6H5)3*3C4H8O

Conditions
ConditionsYield
In tetrahydrofuran Kinetics; under N2 or Ar, ca. 20-fold excess of P(OPh)3, 68°C; detected by IR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

Na(1+)*V(CO)5P(C6H5)3(1-)*3C4H8O=NaV(CO)5P(C6H5)3*3C4H8O
79152-72-0

Na(1+)*V(CO)5P(C6H5)3(1-)*3C4H8O=NaV(CO)5P(C6H5)3*3C4H8O

Na(1+)*V(CO)5P(OC6H5)3(1-)*3C4H8O=NaV(CO)5P(OC6H5)3*3C4H8O
79152-73-1

Na(1+)*V(CO)5P(OC6H5)3(1-)*3C4H8O=NaV(CO)5P(OC6H5)3*3C4H8O

Conditions
ConditionsYield
With tetrahydrofuran In tetrahydrofuran Kinetics; under N2 or Ar, ca. 20-fold excess of P(OPh)3, 68°C; detected by IR;100%
In tetrahydrofuran under N2 or Ar, addn. of 20-fold excess P(OPh)3 to THF soln. of complex, stirred for about 1.5 h, addn. of hexane; washed with hexane, recrystd. from THF/hexane;
triphenyl phosphite
101-02-0

triphenyl phosphite

[Ru(η5,η1-C5H2Me2CO2(CH2)2PPh2)(CH3CN)2][PF6]
261359-74-4, 260995-06-0, 261359-76-6

[Ru(η5,η1-C5H2Me2CO2(CH2)2PPh2)(CH3CN)2][PF6]

[(CH3(C5H2)CH3)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)CH3)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2]PF6
340269-34-3, 342643-77-0

[(CH3(C5H2)CH3)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)CH3)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2]PF6

Conditions
ConditionsYield
In acetone 1:1.1 mixt. stirred at room temp. for 3 h; NMR, XRD;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

[Ru(η5,η1-C5H2(Me)(t-Bu)CO2(CH2)2PPh2)(CH3CN)2][PF6]
260995-15-1, 380606-14-4

[Ru(η5,η1-C5H2(Me)(t-Bu)CO2(CH2)2PPh2)(CH3CN)2][PF6]

[(η5:η1-2-Me-4-Bu(t)-C5H2CO2CH2CH2PPh2)Ru(triphenylphosphite)(acetonitrile)][PF6]

[(η5:η1-2-Me-4-Bu(t)-C5H2CO2CH2CH2PPh2)Ru(triphenylphosphite)(acetonitrile)][PF6]

Conditions
ConditionsYield
In acetone 1:1.1 mixt. stirred at room temp. for 3 h; NMR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

[Ru(η5,η1-C5H2(Me)(Ph)CO2(CH2)2PPh2)(CH3CN)2][PF6]
260995-11-7, 380606-12-2

[Ru(η5,η1-C5H2(Me)(Ph)CO2(CH2)2PPh2)(CH3CN)2][PF6]

[(CH3(C5H2)C6H5)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)C6H5)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2]PF6
342644-06-8, 340269-44-5

[(CH3(C5H2)C6H5)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2](1+)*PF6(1-)=[(CH3(C5H2)C6H5)Ru(CH3CN)P(OC6H5)3COOCH2CH2P(C6H5)2]PF6

Conditions
ConditionsYield
In acetone 1:1.1 mixt. stirred at room temp. for 3 h; NMR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)
157072-60-1, 166941-05-5, 16971-33-8, 61521-25-3

carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)

carbonylchlorohydridobis(triphenylphosphine)(triphenyl phosphite)ruthenium(II)-dichloromethane(1/1)

carbonylchlorohydridobis(triphenylphosphine)(triphenyl phosphite)ruthenium(II)-dichloromethane(1/1)

Conditions
ConditionsYield
In benzene N2-atmosphere; standing overnight; evapn. (reduced pressure, room temp.), washing (hexane), recrystn. (CH2Cl2/MeOH); elem. anal.;100%
[2-benzyl-1-(4-methoxy-phenyl)-allyloxy]-triethyl-silane
930806-58-9

[2-benzyl-1-(4-methoxy-phenyl)-allyloxy]-triethyl-silane

triphenyl phosphite
101-02-0

triphenyl phosphite

C23H22O2
1244956-03-3

C23H22O2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 0 - 20℃; for 11h; stereoselective reaction;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

non-1-ene
124-11-8

non-1-ene

tri(p-nonylphenyl)phosphite
3050-88-2

tri(p-nonylphenyl)phosphite

Conditions
ConditionsYield
Stage #1: triphenyl phosphite With bis(p-dimethylaminophenyl)methanone at 120℃; for 1h; Inert atmosphere;
Stage #2: non-1-ene at 130 - 140℃; under 750.075 Torr; Reagent/catalyst; Temperature; Pressure; UV-irradiation; Autoclave;
99.56%
triphenyl phosphite
101-02-0

triphenyl phosphite

(P(C6H5)3)3Rh(CO)2(1+)*(HC(SO2CF3)2)(1-)=P3(C6H5)9RhC2O2HC(SO2CF3)2
98837-96-8

(P(C6H5)3)3Rh(CO)2(1+)*(HC(SO2CF3)2)(1-)=P3(C6H5)9RhC2O2HC(SO2CF3)2

(P((C6H5)O)3)4Rh(1+)*(HC(SO2CF3)2)(1-)=(P(C6H5)3O3)4RhHC(SO2CF3)2
114634-82-1

(P((C6H5)O)3)4Rh(1+)*(HC(SO2CF3)2)(1-)=(P(C6H5)3O3)4RhHC(SO2CF3)2

Conditions
ConditionsYield
In not given byproducts: CO;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

[Pd(μ-C1)(P(OPh)2)(OC6H4)]2

[Pd(μ-C1)(P(OPh)2)(OC6H4)]2

PdCl(P(OC6H5)3)(P(OC6H5)2OC6H4)
41871-86-7

PdCl(P(OC6H5)3)(P(OC6H5)2OC6H4)

Conditions
ConditionsYield
In dichloromethane stirring (10 min); evapn. (vac.), crystn. (CH2Cl2/pentane); elem. anal.;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

Os3(μ-H)2(CO)10
41766-80-7

Os3(μ-H)2(CO)10

(μ-H)HOs3(CO)10(P(OPh)3)
82456-55-1, 209978-77-8

(μ-H)HOs3(CO)10(P(OPh)3)

Conditions
ConditionsYield
In n-heptane; dichloromethane in CH2Cl2/heptane=1:10 v/v, equimolar amts., room temp. (UV-control); vol. reduction (Ar-stream), crystn. (-15°C);99%
triphenyl phosphite
101-02-0

triphenyl phosphite

[(μ-hydrido)4(η5-cyclopentadienylruthenium(III))2]

[(μ-hydrido)4(η5-cyclopentadienylruthenium(III))2]

[(μ-hydrido)2(η5-cyclopentadienylruthenium(II))2P(OC6H5)3]

[(μ-hydrido)2(η5-cyclopentadienylruthenium(II))2P(OC6H5)3]

Conditions
ConditionsYield
In toluene equimol.;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

cis-[Pt(p-CH3C6H4)2(S(CH3)2)2]
64827-21-0, 84414-96-0

cis-[Pt(p-CH3C6H4)2(S(CH3)2)2]

cis-[Pt(p-MeC6H4)2(P(OPh)3)(SMe2)]

cis-[Pt(p-MeC6H4)2(P(OPh)3)(SMe2)]

cis-[Pt(p-MeC6H4)2(P(OPh)3)2]
1052272-33-9

cis-[Pt(p-MeC6H4)2(P(OPh)3)2]

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 2 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;A 0%
B 99%
triphenyl phosphite
101-02-0

triphenyl phosphite

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

cis-[Me2Pt{P(OPh)3}(SMe2)]
1052272-30-6

cis-[Me2Pt{P(OPh)3}(SMe2)]

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 2 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

cis-[Me2Pt{P(OPh)3}2]
548767-99-3

cis-[Me2Pt{P(OPh)3}2]

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 4 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

p-toluidine
106-49-0

p-toluidine

diphenyl 4-tolylphosphonate
60265-13-6

diphenyl 4-tolylphosphonate

Conditions
ConditionsYield
Stage #1: p-toluidine 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 0.166667h; Sandmeyer Reaction;
99%
With tert.-butylnitrite; salicylic acid In acetonitrile at 20℃; for 2h; Schlenk technique; Inert atmosphere;50%
triphenyl phosphite
101-02-0

triphenyl phosphite

1-amino-4-nitronaphthalene
776-34-1

1-amino-4-nitronaphthalene

diphenyl (4-nitronaphthalen-1-yl)phosphonate

diphenyl (4-nitronaphthalen-1-yl)phosphonate

Conditions
ConditionsYield
Stage #1: 1-amino-4-nitronaphthalene 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;
99%
triphenyl phosphite
101-02-0

triphenyl phosphite

C45H52P2PtSi3

C45H52P2PtSi3

C45H52O3P2PtSi3(1+)

C45H52O3P2PtSi3(1+)

Conditions
ConditionsYield
In benzene-d6 for 0.5h;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

3-Cyanobenzaldehyde
24964-64-5

3-Cyanobenzaldehyde

methyl carbamate
598-55-0

methyl carbamate

methyl ((3-cyanophenyl)(diphenoxyphosphoryl)methyl)carbamate

methyl ((3-cyanophenyl)(diphenoxyphosphoryl)methyl)carbamate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 16h; Oleksyszyn Synthesis;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

Cyclohepta-1,3,5-triene
544-25-2

Cyclohepta-1,3,5-triene

diphenyl cyclohepta-2,4,6-trien-1-ylphosphonate

diphenyl cyclohepta-2,4,6-trien-1-ylphosphonate

Conditions
ConditionsYield
Stage #1: Cyclohepta-1,3,5-triene With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Michaelis-Arbuzov Synthesis; Inert atmosphere;
Stage #2: triphenyl phosphite
99%

Triphenyl phosphite Chemical Properties

Molecular Structure of Triphenyl phosphite (CAS NO.101-02-0):

IUPAC Name: triphenyl phosphite 
Empirical Formula: C18H15O3P
Molecular Weight: 310.2837
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 6
Polar Surface Area: 41.28 Å2
Flash Point: 218.3 °C
Enthalpy of Vaporization: 58.18 kJ/mol
Boiling Point: 360 °C at 760 mmHg
Denny: 1.184 g/mL at 25 °C(lit.)
Vapour Pressure: 4.74E-05 mmHg at 25°C
Water solubility: insoluble
Melting point: 22-24 ºC
EINECS: 202-908-4
Sensitive: Air & Moisture Sensitive
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Product Categories: Catalysis and Inorganic Chemistry; Phosphite Ligands; Phosphorus Compounds
InChI
InChI=1/C18H15O3P/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H
Smiles
P(Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1

Triphenyl phosphite Uses

 Chemical intermediate, stabilizer systems for resins, metal scavenger, diluent for epoxy resins.

Triphenyl phosphite Production

Triphenyl phosphite is prepared from phosphorus trichloride and phenol in the presence of a base:
PCl3 + 3 HOC6H5 → P(OC6H5)3 + 3HCl
Trimethyl phosphine is prepared from triphenylphosphite:
3 CH3MgBr + P(OC6H5)3 → P(CH3)3 + 3 MgBrOC6H5

Triphenyl phosphite Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 100mg/kg (100mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0570901,
cat LDLo subcutaneous 300mg/kg (300mg/kg) BEHAVIORAL: ATAXIA Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 78, 1933.
chicken LDLo intravenous 50mg/kg (50mg/kg) AUTONOMIC NERVOUS SYSTEM: GAGLION BLOCK Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. Vol. 44, Pg. 118, 1989.
chicken LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: ATAXIA National Technical Information Service. Vol. OTS0532280,
chicken LDLo subcutaneous 375mg/kg (375mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0532280,
mammal (species unspecified) LD50 intraperitoneal 250mg/kg (250mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 5, Pg. 311, 1952.
mouse LD50 intraperitoneal 266mg/kg (266mg/kg)   Agricultural and Biological Chemistry. Vol. 31, Pg. 1288, 1967.
mouse LD50 oral 1080mg/kg (1080mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(12), Pg. 53, 1987.
mouse LD50 unreported 1360mg/kg (1360mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 21(9), Pg. 55, 1977.
rabbit LDLo skin 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0532280,
rat LC inhalation > 6700mg/m3/1H (6700mg/m3)   National Technical Information Service. Vol. OTS0532280,
rat LD50 intraperitoneal 250mg/kg (250mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1117, 1986.
rat LD50 oral 444mg/kg (444mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(12), Pg. 13, 1981.
rat LD50 unreported 1490mg/kg (1490mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 21(9), Pg. 55, 1977.
rat LDLo subcutaneous 2gm/kg (2000mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 78, 1933.

Triphenyl phosphite Consensus Reports

Reported in EPA TSCA Inventory.

Triphenyl phosphite Safety Profile

Poison by intraperitoneal and subcutaneous routes. Moderately toxic by ingestion. An experimental eye and severe human skin irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, mist, dry chemical. When heated to decomposition, it emits toxic fumes of POx. See also Phenol.
Hazard Codes: HarmfulXnDangerousN,IrritantXi
Risk Statements: 36/38-50/53
R36/38:Irritating to eyes and skin. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 28-60-61-28A
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: TH1575000
HazardClass: 9
PackingGroup: III
HS Code: 29209085

Triphenyl phosphite Specification

  Triphenyl phosphite , with CAS number of 101-02-0, can be called phosphorous acid, triphenyl ester ; Advance TPP ; Phenyl phosphite ; Sumilizer TPP-R ; Trifenoxyfosfin ; Tris(phenoxy)phosphine . It is a colourless to pale yellow liquid, be insoluble in water. Triphenyl phosphite (CAS NO.101-02-0) are susceptible to form highly toxic and flammable phosphine gas in the presence of strong reducing agents, such as hydrides. Partial oxidation may result in the release of toxic phosphorus oxides.

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