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Triphenylphosphine

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Identification
Molecular formula
C18H15P
CAS number
603-35-0
IUPAC name
triphenylphosphane
State
State

Triphenylphosphine is solid at room temperature.

Melting point (Celsius)
80.50
Melting point (Kelvin)
353.70
Boiling point (Celsius)
377.00
Boiling point (Kelvin)
650.00
General information
Molecular weight
262.29g/mol
Molar mass
262.2870g/mol
Density
1.2000g/cm3
Appearence

Triphenylphosphine is a colorless crystalline compound that may appear white or pale yellow. It typically occurs in a needle-like or plate-like granular form. It is commonly used in laboratories and can have a characteristic faint aromatic odor.

Comment on solubility

Solubility of Triphenylphosphane

Triphenylphosphane (C18H15P) is a fascinating chemical compound primarily used in organic synthesis and catalysis. Its solubility characteristics can be summarized as follows:

  • Nonpolar Nature: The triphenylphosphane molecule features three phenyl groups that contribute to its nonpolar characteristics, making it less soluble in polar solvents like water.
  • Solubility in Organic Solvents: Triphenylphosphane is quite soluble in various organic solvents, including:
    • Ether
    • Toluene
    • Chloroform
    • Benzene
  • Temperature Dependence: The solubility of triphenylphosphane in organic solvents generally increases with temperature, allowing for better dissolution under heated conditions.

As a rule of thumb, "like dissolves like." In the case of triphenylphosphane, its solubility is best observed in nonpolar to slightly polar solvents, which match its hydrophobic nature.

To sum it up, while triphenylphosphane exhibits poor solubility in water due to its nonpolar characteristics, its compatibility with a range of organic solvents opens up various pathways for its practical applications in the chemical world.

Interesting facts

Interesting Facts about Triphenylphosphane

Triphenylphosphane, commonly abbreviated as PPh3, is a fascinating organophosphorus compound that has garnered significant attention in both academia and industry. Here are some insightful points about this remarkable compound:

  • Role in Organometallic Chemistry: Triphenylphosphane is widely used as a ligand in organometallic chemistry, aiding in the formation of numerous metal complexes. Its ability to stabilize various metal ions makes it invaluable in catalysis.
  • Catalytic Applications: It plays a crucial role in various catalytic reactions, including the well-known Heck reaction and the hydrogenation of alkenes. The presence of PPh3 can significantly enhance reaction rates and selectivity.
  • Versatility in Synthesis: This compound can be used to synthesize other important phosphorus-containing compounds, such as phosphonium salts and phosphine oxides, revealing its versatility in organic synthesis.

As a student or a researcher, you might appreciate the glowing reputation of triphenylphosphane as a "magic bullet" in many reactions due to its electronic and steric properties. One engaging characteristic is its ability to engage in interactions with various substrates, thus making it a subject of ongoing research for new applications. As noted by chemists, "The chemistry of phosphorus compounds continues to surprise and inspire innovation."

In the context of sustainability, the uses of triphenylphosphane in green chemistry applications highlight its potential for reducing waste and improving efficiency in industrial processes. Being aware of how triphenylphosphane operates at a molecular level can deepen your understanding of modern chemical practices.

Synonyms
TRIPHENYLPHOSPHINE
603-35-0
Triphenylphosphane
Triphenyl phosphine
Phosphine, triphenyl-
Triphenylphosphorus
Triphenylphosphide
Trifenylfosfin
triphenylphosphin
Phosphorus triphenyl
PPh3
PP 360
NSC 10
Ph3P
CCRIS 4889
NSC 215203
DTXSID5026251
triphenylphosphan
HSDB 4266
EINECS 210-036-0
triphenyl phosphorus
BRN 0610776
NSC-10
UNII-26D26OA393
26D26OA393
NSC-215203
DTXCID906251
CHEBI:183318
EC 210-036-0
4-16-00-00951 (Beilstein Handbook Reference)
triphenyl phosphide
P 100 (ACCELERATOR)
210-036-0
triphenyl-phosphane
Phosphorustriphenyl
triphenylphosphorane
MFCD00003043
triphenylphoshine
WLN: RPR&R
Trifenylfosfin [Czech]
MFCD20489348
TRIPHENYL PHOSPHOROUS
CAS-603-35-0
C18H15P
Triphenyl phosphine resin
14264-16-5
triphenyphospine
tripenylphosphine
triphenyiphoshine
triphenylphophine
triphenylphospine
tripheylphosphine
Triphenylphospane
Triphenyphosphine
tripbenylphosphine
triphenyiphosphine
tri-phenylphospine
triphenyl phophine
triphenyl phosphin
triphenyl phospine
tri-phenylphosphine
triphenyl-phosphine
triphenylphosphine-
triphenyl- phosphine
58079-51-9
Triphenylphosphine, 98%
Triphenylphosphine, flakes
Triphenylphosphine, powder
Diphenylphosphinopolystyrene
SCHEMBL101
(Ph)3P
P(Ph)3
NSC10
Triphenylphosphine 1M in THF
TRIPHENYLPHOSPHINE [MI]
SCHEMBL1679860
CHEMBL1448331
TRIPHENYLPHOSPHINE [HSDB]
(C6H5)3P
BCP01148
P(C6H5)3
Tox21_202114
Tox21_303294
NSC215203
STL185621
AKOS009031542
Triphenylphosphine, >=95.0% (GC)
AT26025
FT48242
NCGC00091416-01
NCGC00091416-03
NCGC00257211-01
NCGC00259663-01
BP-12577
Triphenylphosphine, ReagentPlus(R), 99%
DB-050422
Bis(triphenylphosphine)nickel(II)dichloride?
NS00002889
T0519
EN300-19636
A15679
Triphenylphosphine, ReagentPlus(R), >=98.5%
Q115493
F1642-0085
Triphenylphosphine polystyrene (200-400 mesh, 0.8-1.5 mmol/g)
FPZ
InChI=1/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15
JandaJel(TM)-triphenylphosphine, 50-100 mesh, extent of labeling: ~3.0 mmol/g P loading, 2 % cross-linked
triphenylphosphine;phosphine, triphenyl-;triphenylphosphane;triphenyl phosphine;triphenylphosphine phosphine, triphenyl- triphenylphosphane triphenyl phosphine