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Pentafluorophenyl diphenylphosphinate

CAS 138687-69-1(C6H5)2P(O)OC6F5Chemical Synthesis

Pentafluorophenyl diphenylphosphinate (CAS: 138687-69-1) is an organophosphorus compound with the linear formula (C6H5)2P(O)OC6F5 and a molecular weight of 384.24 g/mol. This compound serves as a valuable building block in organic synthesis. Its utility is demonstrated in catalysing coupling and macrocyclization reactions, as well as in the synthesis of complex molecules such as phorboxazoles and furan-based cyclic homolipeptides.

IUPAC
Diphenylphosphinic acid pentafluorophenyl ester
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Pentafluorophenyl diphenylphosphinate ((C6H5)2P(O)OC6F5) — chemical structure, CAS 138687-69-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksChemical SynthesisOrganic Building BlocksPhosphonates/PhosphinatesPhosphorus Compounds
01 /Applications

Catalysis in Coupling and Macrocyclization

Pentafluorophenyl diphenylphosphinate acts as a catalyst in various organic transformations, including coupling reactions and the formation of macrocyclic structures. Its involvement facilitates efficient bond formation and ring closure processes.

Reagent in Solid-Phase Synthesis

This compound is employed as a reagent in Fmoc solid-phase peptide synthesis. It aids in the efficient coupling of amino acids or other building blocks onto a solid support, a key step in constructing peptides.

Synthesis of Phorboxazoles

It serves as a key reagent in the synthetic routes leading to phorboxazoles, a class of bioactive natural products. Its specific role facilitates the construction of the core heterocyclic structure.

Preparation of Furan-based Cyclic Homolipeptides

Pentafluorophenyl diphenylphosphinate is utilised in the synthesis of furan-based cyclic homolipeptides. This application highlights its role in constructing complex heterocyclic peptide structures with potential biological relevance.

Synthesis of Ziziphine N

The compound is involved in the synthesis of ziziphine N, a natural product. Its application in this context underscores its versatility in the construction of complex organic molecules.

02 /Properties
Molecular weight384.24
Linear formula(C6H5)2P(O)OC6F5
ApplicationCatalyst involved in coupling and macrocyclization1Reagent used in: • Fmoc solid-phase synthesis2• Synthesis of phorboxazoles3, furan-based cyclic homoligopeptides4, and ziziphine N5
Melting point47-50 °C(lit.)
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

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

04 /Identifiers & registry
CAS number
138687-69-1
MDL number
MFCD00192380
PubChem substance
24866201
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 Pentafluorophenyl diphenylphosphinate used for?

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Pentafluorophenyl diphenylphosphinate is used as a catalyst in coupling and macrocyclization reactions, and as a reagent in Fmoc solid-phase synthesis, the synthesis of phorboxazoles, furan-based cyclic homolipeptides, and ziziphine N.

What is the CAS number and formula for Pentafluorophenyl diphenylphosphinate?

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The CAS number is 138687-69-1, and the linear formula is (C6H5)2P(O)OC6F5.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Pentafluorophenyl diphenylphosphinate as a research-grade chemical. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

What are the safety and handling recommendations for Pentafluorophenyl diphenylphosphinate?

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For safe handling, wear eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The compound is classified with WGK Germany of 3, indicating a high hazard to water.

How is Pentafluorophenyl diphenylphosphinate shipped or exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents. Specific shipping and export details for Pentafluorophenyl diphenylphosphinate can be provided upon request.

How can I request a sample or quote for Pentafluorophenyl diphenylphosphinate?

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To request a sample or a quote for Pentafluorophenyl diphenylphosphinate, please contact our sales team through the website or by phone.

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