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Diphenyl-2-pyridylphosphine

CAS 37943-90-1C17H14NPCatalysis & Inorganic

Diphenyl-2-pyridylphosphine (CAS: 37943-90-1, Formula: C17H14NP, Molar Mass: 263.27 g/mol) is a phosphine compound extensively utilised as a ligand in various metal-catalyzed organic transformations. Its structure, featuring both phosphine and pyridine functionalities, allows for versatile coordination to metal centres, facilitating reactions such as carbonylations, hydration, and coupling processes. It also serves as a reagent in the Mitsunobu reaction, making it a valuable tool in synthetic chemistry.

IUPAC
2-(Diphenylphosphino)pyridine,2-Pyridyldiphenylphosphine,Diphenyl(2-pyridinyl)phosphine
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Diphenyl-2-pyridylphosphine (C17H14NP) — chemical structure, CAS 37943-90-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical SynthesisPhosphine CompoundsPhosphine Ligands
01 /Applications

Ligand for Metal-Catalyzed Reactions

Diphenyl-2-pyridylphosphine acts as a crucial ligand in palladium-catalyzed cross-coupling reactions, including carbonylations, hydration, and dehydrogenative coupling. Its bidentate coordination potential influences catalyst activity and selectivity.

Reagent in Mitsunobu Reaction

This phosphine derivative is employed as a reagent in the Mitsunobu reaction, facilitating the inversion of stereocenters during the conversion of alcohols to various functional groups under mild conditions.

Catalysis in Carbostannylation and Distannylation

It serves as an effective ligand for metal catalysts in carbostannylation and distannylation reactions, enabling the formation of carbon-tin bonds with high efficiency.

Applications in Silylation Reactions

Diphenyl-2-pyridylphosphine is also utilised as a ligand in metal-catalyzed silylation reactions, contributing to the formation of carbon-silicon bonds.

02 /Properties
Molecular weight263.27
Empirical formulaC17H14NP
Assay97%
Impurities tested1-3% 2-bromopyridine
ApplicationLigand for metal-catalyzed carbonylations, hydration, dehydrogenative coupling, carbostannylation, distannylation, and silylation; reagent for Mitsunobu reaction.
Melting point82-84 °C (dec.)(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation
  • H413May cause long-lasting harmful effects to aquatic life

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

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

04 /Identifiers & registry
CAS number
37943-90-1
MDL number
MFCD00192108
PubChem substance
24864153
05 /Additional specifications
Ligand ForCarbonatationsDehydrogenationHydration ReactionMitsunobu ReactionStannylation
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 Diphenyl-2-pyridylphosphine used for?

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Diphenyl-2-pyridylphosphine is primarily used as a ligand in various metal-catalyzed organic reactions, including carbonylations, hydration, dehydrogenative coupling, carbostannylation, distannylation, and silylation. It also functions as a reagent in the Mitsunobu reaction.

What are the CAS number and chemical formula for Diphenyl-2-pyridylphosphine?

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The CAS number for Diphenyl-2-pyridylphosphine is 37943-90-1, and its chemical formula is C17H14NP.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Diphenyl-2-pyridylphosphine with an assay of 97%. This product is not represented as USP, BP, EP, or other pharmacopoeia grades.

How should Diphenyl-2-pyridylphosphine be handled?

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Diphenyl-2-pyridylphosphine is a Warning substance that may cause skin irritation (H315), eye irritation (H319), and respiratory irritation (H335). It may also cause long-lasting harmful effects to aquatic life (H413). Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Ensure good ventilation.

How is Diphenyl-2-pyridylphosphine packed and shipped?

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Diphenyl-2-pyridylphosphine is carefully packed to ensure safe transit and is available for export globally by Tech Serve Solutions.

How can I request a quote or sample for Diphenyl-2-pyridylphosphine?

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Please contact our sales team via the website to request a quote or to arrange for a sample of Diphenyl-2-pyridylphosphine.

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