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| CAS No.: | 101-02-0 |
|---|---|
| Name: | Triphenyl phosphite |
| Molecular Structure: | |
|
|
|
| Formula: | C18H15O3P |
| Molecular Weight: | 310.289 |
| 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; |
| EINECS: | 202-908-4 |
| Density: | 1.184 g/mL at 25 °C(lit.) |
| Melting Point: | 22-24 °C |
| Boiling Point: | 360 °C at 760 mmHg |
| Flash Point: | 218.3 °C |
| Solubility: | insoluble in water |
| Appearance: | colourless to pale yellow liquid |
| Hazard Symbols: |
 Xn, N, Xi
|
| Risk Codes: | 36/38-50/53 |
| Safety: | 28-60-61-28A |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 41.28000 |
| LogP: | 5.45030 |
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| Conditions | Yield |
|---|---|
| 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% |
- 101-02-0
triphenyl phosphite
| Conditions | Yield |
|---|---|
| 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; |
- 4519-35-1
phenylphosphonic acid bis(N,N-diethylamide)
- 62-53-3
aniline
A
- 101-02-0
triphenyl phosphite
B
- 15159-51-0
N,N',N''-triphenylphosphorous triamide
C
- 26350-11-8
phenyl N,N'-diphenylphosphorodiamidite
D
- 26350-10-7
diphenyl phenylphosphoramidite
E
- 109-89-7
diethylamine
| Conditions | Yield |
|---|---|
| for 17h; Product distribution; Heating; | A n/a B n/a C n/a D n/a E 94.5% |
- 4519-35-1
phenylphosphonic acid bis(N,N-diethylamide)
- 106-40-1
4-bromo-aniline
A
- 101-02-0
triphenyl phosphite
B
- 109-89-7
diethylamine
| Conditions | Yield |
|---|---|
| for 22h; Product distribution; Heating; | A n/a B 91.4% C n/a D n/a E n/a |
- 67-56-1
methanol
- 7719-12-2, 52843-90-0
phosphorus trichloride
A
- 101-02-0
triphenyl phosphite
B
- 18351-42-3
dimethyl phenylphosphonite
C
- 7526-26-3
diphenyl methylphosphonate
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With tetrachloromethane; phosphorous; 15-crown-5 at 50 - 70℃; for 3h; | 85% |
- 160067-03-8
2-diethylamino-5-methyl-1,3,2-oxathiaphospholene
- 108-95-2
phenol
- 101-02-0
triphenyl phosphite
| Conditions | Yield |
|---|---|
| at 20℃; for 2h; | 85% |
| Conditions | Yield |
|---|---|
| With pyridine In acetonitrile at 50℃; electrosynthesis; | A 78% B 20% |
- 73569-84-3
chlorotriphenoxy(trichloroacetyl)phosphorane
A
- 101-02-0
triphenyl phosphite
B
- 5382-00-3
Diphenyl phosphorochloridite
C
- 76-02-8
Trichloroacetyl chloride
| Conditions | Yield |
|---|---|
| at 50℃; under 10 Torr; Mechanism; | A n/a B n/a C 63.6% |
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- 1934-75-4Cyanamide, N-cyano-,sodium salt (1:1)
- 7727-21-1Potassium persulfate
- 78-51-3Tris(2-butoxyethyl) phosphate
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- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
- Total:28 Page 1 of 1 1
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Chemistry
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
Uses
Chemical intermediate, stabilizer systems for resins, metal scavenger, diluent for epoxy resins.
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
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. |
Consensus Reports
Reported in EPA TSCA Inventory.
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: 
Xn
N,
Xi
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
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.