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Diethylphenylphosphine

CAS 1605-53-4(C2H5)2PC6H5Catalysis & Inorganic

Diethylphenylphosphine (CAS: 1605-53-4) is an organophosphorus compound with the linear formula (C2H5)2PC6H5 and a molecular weight of 166.20 g/mol. It functions primarily as a versatile ligand and catalyst precursor in various organic transformations. Its applications span selective cross-dimerization, diastereoselective condensations, carboxyl migration reactions, and selective hydrogenation, contributing to efficient chemical synthesis.

IUPAC
NSC 158475
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Diethylphenylphosphine ((C2H5)2PC6H5) — chemical structure, CAS 1605-53-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical SynthesisPhosphine CompoundsPhosphine Ligands
01 /Applications

Selective Cross-Dimerization Catalyst

Diethylphenylphosphine serves as a catalyst in selective cross-dimerization reactions. This application is crucial for constructing specific carbon-carbon bonds in organic synthesis.

Diastereoselective Condensation Agent

This phosphine compound is employed as a catalyst in diastereoselective condensations. It facilitates the formation of chiral centers with high stereochemical control, essential for complex molecule synthesis.

Carboxyl Migration Reactions

It acts as a catalyst in carboxyl migration reactions, enabling the rearrangement of carboxyl groups within organic molecules. This process is valuable for creating new structural frameworks.

Selective Hydrogenation Catalyst

Diethylphenylphosphine is utilised as a catalyst for selective hydrogenation processes. It aids in the controlled addition of hydrogen to specific functional groups in a molecule.

Asymmetric Induction in Ring Contraction

Chiral diphosphines derived from or related to this compound can induce asymmetry in ring contraction reactions, offering a pathway to enantiomerically enriched products.

02 /Properties
Molecular weight166.20
Linear formula(C2H5)2PC6H5
Assay96%
Boiling point120-121 °C/29 mmHg(lit.)
Density0.954 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.546(lit.)
ApplicationCatalyst for:• Selective cross-dimerization1• Diastereoselective condensations2• Carboxyl migration reactions3• Selective hydrogenation4• Asymmetric induction by chiral diphosphines in ring contraction5
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

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentEyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point84 °C / 183.2 °F
Transport (UN / ADR)NA 1993 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)17-26-36

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

04 /Identifiers & registry
CAS number
1605-53-4
MDL number
MFCD00015172
PubChem substance
24863798
Beilstein registry
742484
05 /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.

06 /Frequently asked questions

What is Diethylphenylphosphine used for?

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Diethylphenylphosphine is used as a catalyst and ligand in various organic transformations, including selective cross-dimerization, diastereoselective condensations, carboxyl migration reactions, and selective hydrogenation. It is also utilized in asymmetric induction for ring contraction reactions.

What is the CAS number and formula for Diethylphenylphosphine?

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The CAS number for Diethylphenylphosphine is 1605-53-4, and its linear formula is (C2H5)2PC6H5.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Diethylphenylphosphine with an assay of 96%. TSS does not represent this product as USP, BP, EP, or other pharmacopoeial grades.

How should Diethylphenylphosphine be handled safely?

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Diethylphenylphosphine is a Warning substance (GHS07) that causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Handling requires appropriate personal protective equipment, including eyeshields, gloves, and suitable respiratory protection. Ensure adequate ventilation.

How is Diethylphenylphosphine packed, shipped, and exported?

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Diethylphenylphosphine is shipped and exported in compliance with relevant transportation regulations (e.g., NA 1993 / PGIII). Packaging is designed to ensure product integrity and safety during transit. Please contact TSS for specific export and shipping details.

How can I request a quote or sample for Diethylphenylphosphine?

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To request a quote or a sample of Diethylphenylphosphine, please use the 'Request a Quote' or 'Request a Sample' function on our website, or contact our sales team directly with your requirements.

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