1535-92-8

Basic information

• Product Name: 1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)
• Synonyms: 1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)
• CAS NO: 1535-92-8
• Molecular Formula: C₁₂HF₁₀N
• Molecular Weight: 349.1271
• Mol File: 1535-92-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 142.3°Cat760mmHg
• Flash Point: 39.9°C
• Appearance: /
• Density: 1.767g/cm³
• Vapor Pressure: 5.62mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)(1535-92-8)
• EPA Substance Registry System: 1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)(1535-92-8)

Safety Data

• Hazardous Substances Data: 1535-92-8(Hazardous Substances Data)

Usage

Chemical structure

1,1'-Iminobis(2,3,4,5,6-pentafluorobenzene)

Applications

Catalyst and co-catalyst in organic and polymer synthesis
Formation of polyurethanes and epoxy resins

Properties

Strong basic properties
Effective catalyst for a range of reactions

Specific reactions

Ring-opening polymerization of cyclic esters
Production of thermosetting polymers

Additional uses

Selective fluorinating agent
Precursor for other functionalized compounds

Unique properties due to high degree of fluorination

Improved thermal stability
Improved chemical stability

Attractiveness

Suitable for a variety of chemical processes due to its stability and reactivity

InChI:InChI=1/C12HF10N/c13-1-3(15)7(19)11(8(20)4(1)16)23-12-9(21)5(17)2(14)6(18)10(12)22/h23H

Upstream product

• 392-56-3 Hexafluorobenzene 
• 58751-08-9 2,3,4,5,6-pentafluoroformanilide 
• 7664-41-7 ammonia 

Downstream Products

• 555-21-5 4-Nitrophenylacetonitrile 
• 1236133-37-1 (CH(CMe)2[N(2,6-(i)Pr₂C₆H₃)]2)GeN(C₆F₅)2 
• 1228186-44-4 1,6-bis(dipentafluorophenylamino)-2,4-hexadiyne 
• 1228186-50-2 N,N-bis(pentafluorophenyl)propargylamine 
• 1445605-49-1 Na(decafluorodiphenylamide)(diethyl ether) 

Relevant articles and documents

Metal???F?C Bonding in Low-Coordinate Alkaline Earth Fluoroarylamides

A set of calcium and barium complexes containing the fluoroarylamide N(C6F5)2? is presented. These compounds illustrate the key role of stabilising M???F?C secondary interactions in the construction of low-coordinate alkaline earth complexes. The nature of Ca???F?C bonding in calcium complexes is examined in the light of structural data, bond valence sum (BVS) analysis and DFT computations. The molecular structures of [Ca{N(C6F5)2}2(Et2O)2] (4′), [Ca{μ-N(SiMe3)2}{N(C6F5)2}]2 (52), [Ba{μ-N(C6F5)2}{N(C6F5)2}?toluene]2 (62), [{BDIDiPP}CaN(C6F5)2]2 (72), [{N^NDiPP}CaN(C6F5)2]2 (82), and [Ca{μ-OB(CH(SiMe3)2)2}{N(C6F5)2}]2 (92), where {BDIDiPP}? and {N^NDiPP}? are the bidentate ligands CH[C(CH3)NDipp]2? and DippNC6H4CNDipp? (Dipp=2,6-iPr2-C6H3), are detailed. Complex 62 displays strong Ba???F?C contacts at around 2.85 ?. The calcium complexes feature also very short intramolecular Ca?F interatomic distances at around 2.50 ?. In addition, the three-coordinate complexes 72 and 82 form dinuclear structures due to intermolecular Ca???F?C contacts. BVS analysis shows that Ca???F?C interactions contribute to 15–20 % of the bonding pattern around calcium. Computations demonstrate that Ca???F?C bonding is mostly electrostatic, but also contains a non-negligible covalent contribution. They also suggest that Ca???F?C are the strongest amongst the range of weak Ca???X (X=F, H, Cπ) secondary interactions, due to the high positive charge of Ca2+ which favours electrostatic interactions.

Complexes of the Lewis Acid Ga[N(C6F5)2]3 with Acetonitrile and Pyridine

Abstract: Reaction of the Lewis acid Ga[N(C6F5)2]3 with acetonitrile and pyridine in toluene solution was characterized by 19F NMR. Quantum chemical calculations show that the shorter donor-acceptor b

LITHIUM SALTS OF PENTAFLUOROPHENYLAMIDE ANIONS, PREPARATION THEREOF AND USE THEREOF

The present invention provides new lithium salts comprising pentafluorophenylamide anions following the general formula Li+[N(SO2—R)(C6F5)]?, which are optionally present as solvent-free complexes. R is hereby selected from fluorine, linear or branched acyclic or cyclic alkyl groups with 1 to 20 carbon atoms which are not fluorinated, partially fluorinated or fully fluorinated; or not fluorinated, partially fluorinated or fully fluorinated aryl or benzyl groups with 1 to 20 carbon atoms. The lithium salts according to the present invention are produced by reacting the corresponding NH acid of the pentafluorophenylamide with one equivalent of lithium bis(trimethylsilyl)amide or lithium organyl, wherein the reaction is carried out advantageously in the presence of apolar aprotic solvents. In this way, lithium salts in the form of solvent-free complexes are obtained. These solvent-free lithium complexes are thermally, electrochemically and against oxidation stable and comprise a high ionic conductivity. The lithium salts according to the present invention are suitable to be used as ion-conducting materials, electrically conductive materials, dyes and in chemical catalysis. They are preferably used as ion-conducting electrolytes in lithium ion accumulators.