845-64-7

Basic information

• Product Name: difluorotriphenylphosphorane
• Synonyms: difluorotriphenylphosphorane;difluoro-tri(phenyl)-$l^{5}-phosphane
• CAS NO: 845-64-7
• Molecular Formula: C₁₈H₁₅F₂P
• Molecular Weight: 0
• Mol File: 845-64-7.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: difluorotriphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: difluorotriphenylphosphorane(845-64-7)
• EPA Substance Registry System: difluorotriphenylphosphorane(845-64-7)

Safety Data

• Hazardous Substances Data: 845-64-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H15F2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

Upstream product

• 6509-85-9 2,2,2-triphenyl-4,4,5,5-tetrakis-trifluoromethyl-2λ⁵-[1,3,2]dioxaphospholane 
• 603-35-0 triphenylphosphine 
• 3878-45-3 triphenylphosphine sulfide 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 61898-38-2 perfluoro-1-ethylcyclobutene 
• 84805-11-8 C₂₄H₁₅F₁₀P 
• 6396-07-2 triphenylphosphine diiodide 
• 123903-31-1 2,3-di-p-tolyl-5-(triphenylphosphonio)tetrazolium bis(tetrafluoroborate) 
• 75822-05-8 pentafluorphenylbrom(V)tetrafluorid 
• 345-83-5 4-fluorobenzophenone 
• 59014-89-0 bis(3-methoxyphenyl)disulfide 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 100-52-7 benzaldehyde 
• 1024-60-8 hexafluoro-1,4-naphthoquinone 

Downstream Products

• 791-28-6 Triphenylphosphine oxide 

Relevant articles and documents

Synthesis and Lewis acidity of fluorophosphonium cations

A series of fluorophosphonium salts, [R3PF][X] (R = alkyl or aryl; X = FB(C6F5)3, [B(C6F5)4]), have been prepared by reactions of phosphine/borane frustrated Lewis pairs (FLPs) with XeF2 or difluorophosphoranes with [Et3Si][B(C6F5)4]. As the substituents bound to phosphorus become increasingly electron withdrawing, the corresponding fluorophosphonium salts are shown to be increasingly Lewis acidic. Calculations were also performed to determine the relative fluoride ion affinities (FIA) of these fluorophosphonium cations.

Examining Trichloroisocyanuric Acid and Oxalyl Chloride in Complementary Approaches to Fluorination of Group 15 Heteroatoms

A mild, oxidative fluorination approach to a variety of fluorinated phosphorus compounds using trichloroisocyanuric acid (TCICA) and KF was developed as a complement to a recent study on deoxygenative fluorination using oxalyl chloride. Herein, the syntheses of several fluorinated organophosphorus compounds are reported, and both TCICA/KF and oxalyl chloride/KF conditions are compared and contrasted throughout. Initial investigations of the method on other group 15 heteroatoms (i. e., As, Sb, and Bi) are also reported, with varied success. This work notably extends the known TCICA/KF reactivity series to another group of elements beyond previously studied chalcogens (S, Se, and Te) and halogens (iodine) and expands the utility of the previously reported oxalyl chloride/KF method.

Cobalt-Catalyzed Divergent Aminofluorination and Diamination of Styrenes with N-Fluorosulfonamides

A cobalt-catalyzed aminofluorination reaction of styrenes with N-fluorosulfonamides serving as both the amination and fluorination agents has been developed. The switch of selectivity in this catalytic reaction from aminofluorination to diamination could be easily achieved by the addition of 1.0 equiv of PPh3. Both transformations tolerated a wide array of substrates under mild reaction conditions.

Direct Access to Acyl Fluorides from Carboxylic Acids Using a Phosphine/Fluoride Deoxyfluorination Reagent System

A fast and simple method for deoxyfluorination of carboxylic acids is presented. The protocol employs commodity chemicals (PPh3, NBS, fluoride), affording products in excellent yields under mild conditions. Acyloxyphosphonium ion, the key reaction intermediate, was identified by NMR spectroscopic methods. Br?nsted acidic conditions are essential for efficient C-F bond formation. The protocol displays scalability, high functional group tolerance, chemoselectivity, and easy purification of products. Deoxyfluorination of active pharmaceutical ingredients was established.