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603-35-0

Basic Information
CAS No.: 603-35-0
Name: Triphenylphosphine
Article Data: 481
Cas Database
Molecular Structure:
Molecular Structure of 603-35-0 (Triphenylphosphine)
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: HarmfulXn, DangerousN
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
Synthetic route
791-28-6

Triphenylphosphine oxide

603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 5h;100%
With aluminium hydride*tetrahydrofuran100%
With titanium(IV) isopropylate; 1,1,3,3-Tetramethyldisiloxane In methyl cyclohexane at 80℃; for 14h;100%
67-56-1

methanol

dibromure de vinylene-1,2 bis-triphenylphosphonium

A

56351-16-7

bromure de methoxyvinyltriphenylphosphonium

B

603-35-0

triphenylphosphine

Conditions
ConditionsYield
With potassium cyanide In dimethyl sulfoxide for 22h; Ambient temperature;A 86%
B 100%

dibromure de vinylene-1,2 bis-triphenylphosphonium

A

56351-16-7

bromure de methoxyvinyltriphenylphosphonium

B

603-35-0

triphenylphosphine

Conditions
ConditionsYield
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
ConditionsYield
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%
67-56-1

methanol

2049-55-0

triphenylphosphine borane

A

121-43-7

Trimethyl borate

B

603-35-0

triphenylphosphine

Conditions
ConditionsYield
at 120℃; Inert atmosphere; Microwave irradiation;A n/a
B 99%
100-47-0

benzonitrile

17154-34-6

(trimethylsilyl)diphenylphosphine

603-35-0

triphenylphosphine

Conditions
ConditionsYield
With cis-[NiCl2(PPh3)2]; potassium tert-butylate In 1,4-dioxane at 90℃; for 10h; Inert atmosphere;99%
462-06-6

fluorobenzene

4376-01-6

sodium diphenylphosphide

603-35-0

triphenylphosphine

Conditions
ConditionsYield
With 15-crown-5 In tetrahydrofuran at 25℃; for 16h; Reagent/catalyst; Inert atmosphere;99%
2526-64-9

dichlorotriphenylphosphorane

603-35-0

triphenylphosphine

Conditions
ConditionsYield
With tributylphosphine98%
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
ConditionsYield
In toluene at 95℃; for 2h;A 98%
B n/a
591-50-4

iodobenzene

829-85-6

diphenylphosphane

603-35-0

triphenylphosphine

Conditions
ConditionsYield
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

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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: Xn, 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.