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Trimethylphosphine

CAS 594-09-2(CH3)3PCatalysis & Inorganic

Trimethylphosphine (CAS: 594-09-2), with the molecular formula (CH3)3P and a molar mass of 76.08 g/mol, is a colourless liquid that serves as a highly electron-rich phosphine ligand. It is pivotal in various catalytic processes and organic synthesis, particularly in cross-coupling reactions and as a ligand in organometallic chemistry. Its strong donor properties make it valuable for stabilising transition metal complexes.

IUPAC
PMe3
Synonyms
Phosphine, trimethyl-
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Trimethylphosphine ((CH3)3P) — chemical structure, CAS 594-09-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical SynthesisPhosphine CompoundsPhosphine Ligands
01 /Applications

Cross-Coupling Reactions

Trimethylphosphine is widely employed as a ligand in transition metal-catalysed cross-coupling reactions, such as Suzuki, Heck, and Negishi couplings. Its electron-donating nature can enhance catalyst activity and selectivity.

Organometallic Chemistry

As a strong sigma-donating ligand, PMe3 is crucial for stabilising various oxidation states of transition metals. It is frequently used in the synthesis and study of organometallic complexes.

Wittig and Mitsunobu Reactions

Trimethylphosphine is a key reagent or ligand in facilitating transformations like the Wittig reaction for alkene synthesis and the Mitsunobu reaction for alcohol functionalisation.

02 /Properties
Molecular weight76.08
Linear formula(CH3)3P
Assay97%
Boiling point38-40 °C(lit.)
Density0.738 g/mL at 20 °C(lit.)
Refractive indexn20/D 1.428(lit.)
Concentration~1 M in toluene
Melting point−86 °C(lit.)
Vapour pressure7.24 psi (20 °C)
Storage temperature2-8°C
ApplicationElectron-rich phosphine ligand used in numerous applications such as cross-coupling reactions.
03 /Safety & handling
GHS hazard pictogram: Flammable (GHS02)
Flammable
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Danger

Hazard statements

  • H225Highly flammable liquid and vapour
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P210Keep away from heat, sparks and open flames. No smoking
  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentEyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
Flash point-19 °C / -2.2 °F
Transport (UN / ADR)UN 1993BE 3 / PGII
Water hazard class (WGK, DE)3
Hazard codes (EU)F,Xi
Risk statements (R)11-36/37/38
Safety statements (S)9-16-26-36/37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
594-09-2
MDL number
MFCD00008510
PubChem substance
24859357
Beilstein registry
969138
05 /Additional specifications
Ligand ForMitsunobu ReactionWittig Reaction
06 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

07 /Frequently asked questions

What is Trimethylphosphine used for?

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Trimethylphosphine (CAS: 594-09-2) is primarily used as an electron-rich phosphine ligand in catalysis, particularly in cross-coupling reactions, and in organometallic chemistry to stabilise transition metal complexes. It also plays a role in reactions like the Wittig and Mitsunobu reactions.

What are the CAS number and chemical formula for Trimethylphosphine?

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The CAS number for Trimethylphosphine is 594-09-2, and its linear chemical formula is (CH3)3P.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Trimethylphosphine with an assay of 97%. This product is supplied for research and development purposes and is not represented as USP, BP, EP, or any other pharmacopoeial grade.

How should Trimethylphosphine be handled safely?

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Trimethylphosphine is highly flammable and an irritant. Handle with extreme care in a well-ventilated area, away from ignition sources. Always use appropriate personal protective equipment, including safety glasses, chemical-resistant gloves, and a suitable respirator, as indicated by the safety data sheet.

How is Trimethylphosphine packed and exported?

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Trimethylphosphine is shipped under UN 1993, Flammable Liquid, N.O.S. (Trimethylphosphine), Hazard Class 3, Packing Group II. Storage is recommended at 2-8°C. TSS handles all export documentation and logistics.

How can I request a quote or sample for Trimethylphosphine?

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To request a quote or sample of Trimethylphosphine, please use the 'Request a Quote' or 'Sample Request' forms available on our website, or contact our sales team directly.

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