Pentafluorophenyl diphenylphosphinate

Base Information

• Chemical Name: Pentafluorophenyl diphenylphosphinate
• CAS No.: 138687-69-1
• Molecular Formula: C18H10F5O2P
• Molecular Weight: 384.242
• Hs Code.: 29319090
• European Community (EC) Number: 873-948-3
• DSSTox Substance ID: DTXSID70405265
• Nikkaji Number: J724.117H
• Wikidata: Q72499841
• Mol file: 138687-69-1.mol

Synonyms:Pentafluorophenyl diphenylphosphinate;138687-69-1;perfluorophenyl diphenylphosphinate;1-diphenylphosphoryloxy-2,3,4,5,6-pentafluorobenzene;FDPP;MFCD00192380;Phosphinic acid, P,P-diphenyl-, 2,3,4,5,6-pentafluorophenyl ester;Diphenylphosphinic acid pentafluorophenyl ester;Phosphinic acid, diphenyl-, pentafluorophenyl ester;SCHEMBL863602;perfluorophenyldiphenylphosphinate;C18H10F5O2P;DTXSID70405265;OOWSDKUFKGVADH-UHFFFAOYSA-N;AKOS015900973;CS-W009742;AS-10634;SY009797;FT-0761574;P2726;F10512;A921076;J-007166;J-523888

Chemical Property of Pentafluorophenyl diphenylphosphinate

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 47-50 °C(lit.)
• Refractive Index: 1.556
• Boiling Point: 413.1ºC at 760 mmHg
• Flash Point: 203.6ºC
• PSA: 36.11000
• Density: 1.45g/cm3
• LogP: 4.69000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 384.03385737
• Heavy Atom Count: 26
• Complexity: 472

Purity/Quality:

99% ^*data from raw suppliers

Pentafluorophenyl diphenylphosphinate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)OC3=C(C(=C(C(=C3F)F)F)F)F
• Uses: Pentafluorophenyl Diphenylphosphinate is a reagent used as carboxyl activating group and a coupling agent in variety of amide bond formations. FDPP can be used as a coupling reagent in the: Synthesis of peptides by solid-phase and solution-phase reactions. Preparation of macrocyclic peptide cyclotheonamide B as a thrombin inhibitor. Cyclooligomerization of N-methylated-L-valine thiazole amino acid to obtain its cyclic tetramers. Macrocyclization of an intermediate for the total synthesis of ziziphine N , and for the macrolactamization of precursor in synthesizing cryptophycin D.

Technology Process of Pentafluorophenyl diphenylphosphinate

There total 2 articles about Pentafluorophenyl diphenylphosphinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + Diphenylphosphinic chloride (1499-21-4) → pentafluorophenyl diphenyl-phosphinate (138687-69-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)93583-4

Reference yield:

→ pentafluorophenyl diphenyl-phosphinate (138687-69-1)

Guidance literature:

/BRN= 912584/, /BRN= 975191/;

Reference yield:

pentafluorophenyl diphenyl-phosphinate (138687-69-1) + C54H79N9O12 → C66H86N9O12P + C78H95N9O13P2 + rufomycin NBZ3

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02643

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Diphenylphosphinic chloride