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Basic Information
| CAS No.: | 603-35-0 |
|---|---|
| Name: | Triphenylphosphine |
| Molecular Structure: | |
|
|
|
| Formula: | C18H15P |
| Molecular Weight: | 262.291 |
| Synonyms: | Triphenylphosphine |
| EINECS: | 210-036-0 |
| Density: | 1.132 g/cm3 |
| Melting Point: | 79-81 °C(lit.) |
| Boiling Point: | 360 °C at 760 mmHg |
| Flash Point: | 181.7 °C |
| Solubility: | insoluble in water |
| Appearance: | White solid |
| Hazard Symbols: |
 Xn,  N
|
| Risk Codes: | 22-43-53-50/53-48/20/22 |
| Safety: | 36/37-60-61-36/37/39-26 |
| Transport Information: | UN 3077 |
| PSA: | 13.59000 |
| LogP: | 3.44480 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 5h; | 100% |
| With aluminium hydride*tetrahydrofuran | 100% |
| With titanium(IV) isopropylate; 1,1,3,3-Tetramethyldisiloxane In methyl cyclohexane at 80℃; for 14h; | 100% |
Conditions
| Conditions | Yield |
|---|---|
| With potassium cyanide In dimethyl sulfoxide for 22h; Ambient temperature; | A 86% B 100% |
...Expand
A
- 56351-16-7
bromure de methoxyvinyltriphenylphosphonium
B
- 603-35-0
triphenylphosphine
Conditions
| Conditions | Yield |
|---|---|
| With potassium cyanide In dimethyl sulfoxide for 22h; Ambient temperature; | A 86% B 100% |
- 97939-92-9
triphenylphosphinediiodogermylene
- 591-51-5
phenyllithium
A
- 591-50-4
iodobenzene
B
- 92-52-4
biphenyl
C
- 2816-43-5
triphenylgermane
D
- 1048-05-1
tetraphenylgermane
E
- 603-35-0
triphenylphosphine
Conditions
| Conditions | Yield |
|---|---|
| In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:4 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.; | A 10% B 13% C 39% D 36% E 100% |
| In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:1 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.; | A 2.9% B 2.9% C 1.9% D 14% E 82% |
| In diethyl ether under N2, to suspn. of Ph3PGeI2 in ether PhLi added dropwise (1:2 molarratio), stirred for 5 d under reflux, hydrolyzed; dried, analyzed by gas chromy.; | A 7.7% B 9.6% C 1.3% D 19% E 79% |
...Expand
- 67-56-1
methanol
- 2049-55-0
triphenylphosphine borane
A
- 121-43-7
Trimethyl borate
B
- 603-35-0
triphenylphosphine
Conditions
| Conditions | Yield |
|---|---|
| at 120℃; Inert atmosphere; Microwave irradiation; | A n/a B 99% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With cis-[NiCl2(PPh3)2]; potassium tert-butylate In 1,4-dioxane at 90℃; for 10h; Inert atmosphere; | 99% |
Conditions
| Conditions | Yield |
|---|---|
| With 15-crown-5 In tetrahydrofuran at 25℃; for 16h; Reagent/catalyst; Inert atmosphere; | 99% |
Conditions
| Conditions | Yield |
|---|---|
| With tributylphosphine | 98% |
| With sodium | |
| With bis(2-methylphenyl)disulfide; triethylamine In chloroform for 7h; Heating; |
- 103748-75-0
2-[2-Oxo-1-(triphenyl-λ5-phosphanylidene)-propyl]-1,2-dihydro-indazol-3-one
A
- 17244-28-9
2-acetyl-4-oxo-dihydroquinazoline
B
- 603-35-0
triphenylphosphine
Conditions
| Conditions | Yield |
|---|---|
| In toluene at 95℃; for 2h; | A 98% B n/a |
Conditions
| Conditions | Yield |
|---|---|
| With potassium acetate; 5percent Pd on charcoal In N,N-dimethyl-formamide at 190℃; for 0.05h; microwave irradiation; | 98% |
| With caesium carbonate In toluene at 115℃; for 24h; Inert atmosphere; | 90% |
| With potassium acetate In N,N-dimethyl acetamide at 130℃; for 3h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere; | 86% |
| With rongalite; potassium hydroxide In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; | 65% |
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Triphenylphosphine
Specification
1. Introduction of Triphenylphosphine
Triphenylphosphine, its cas register number is 603-35-0. It also can be called Phosphine, triphenyl-; Trifenylfosfin; Trifenylfosfin [Czech]; Triphenyl phosphine.The IUPAC Nameis triphenylphosphane. It exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether.
2. Properties of Triphenylphosphine
Molecular Weight: 262.285461 [g/mol]
Molecular Formula: C18H15P
XLogP3-AA: 4.6
Melting Point: 79-81 °C(lit.)
Flash Point: 181.7 °C
Enthalpy of Vaporization: 58.18 kJ/mol
Boiling Point: 360 °C at 760 mmHg
Vapour Pressure: 4.74E-05 mmHg at 25°C
Density: 1.132 g/cm3
Storage temp.: Store at RT.
Water Solubility: Insoluble
Stability: Stable. Incompatible with oxidizing agents, acids.
3. Toxicity of Triphenylphosphine
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| chicken | LDLo | oral | 9gm/kg (9000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014, |
| dog | LD50 | oral | > 500mg/kg (500mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | National Technical Information Service. Vol. OTS0570648, |
| mouse | LD50 | oral | 1gm/kg (1000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014, |
| mouse | LD50 | subcutaneous | 3gm/kg (3000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014, |
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. | |
| rat | LC50 | inhalation | 1135ppm/4H (1135ppm) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Annual Meeting of American Industrial Hygiene Association. Vol. -, Pg. -, 1969. |
| rat | LD50 | intramuscular | 1500mg/kg (1500mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014, |
| rat | LD50 | oral | 700mg/kg (700mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0384-0014, |
4. Safety Information of Triphenylphosphine
Hazard Codes:
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N Risk Statements: 22-43-53-50/53-48/20/22
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R53:May cause long-term adverse effects in the aquatic environment.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R48/20/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed and Harmful by inhalation.
Safety Statements: 36/37-60-61-36/37/39-26
S36/37:Wear suitable protective clothing and gloves.
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.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 3077
WGK Germany: 2
RTECS: SZ3500000
F: 9
HS Code: 29310095
5. Use of Triphenylphosphine
Triphenylphosphine is widely used in the synthesis of organic and organometallic compounds.
6. Preparation of Triphenylphosphine
Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium.