21132-30-9

Basic information

• Product Name: N,N'-BIS(PENTAFLUOROPHENYL)UREA
• Synonyms: N,N'-BIS(PENTAFLUOROPHENYL)UREA;1,3-bis(pentafluorophenyl)urea;N,N'-Bis(pentafluorophenyl)urea 98%;N,N'-Bis(pentafluorophenyl)urea98%;Einecs 244-231-7;1,3-Bis(pentafluorophenyl)urea 98%;1,3-bis(2,3,4,5,6-pentafluorophenyl)urea
• CAS NO: 21132-30-9
• Molecular Formula: C₁₃H₂F₁₀N₂O
• Molecular Weight: 392.15
• EINECS: 244-231-7
• Mol File: 21132-30-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 269-270°C
• Boiling Point: 200.8 °C at 760 mmHg
• Flash Point: 75.2 °C
• Appearance: /
• Density: 1.85 g/cm³
• CAS DataBase Reference: N,N'-BIS(PENTAFLUOROPHENYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-BIS(PENTAFLUOROPHENYL)UREA(21132-30-9)
• EPA Substance Registry System: N,N'-BIS(PENTAFLUOROPHENYL)UREA(21132-30-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• Hazardous Substances Data: 21132-30-9(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(pentafluorophenyl)urea is a chemical compound represented by the formula C13H2F10N2O. Belonging to the class of organic compounds known as diphenylureas, this chemical is characterized by a urea moiety carrying two phenyl substituents. Each of these phenyl groups in this compound is further substituted with five fluorine atoms, leading to its pentafluorophenyl designation. This chemical is generally known for its high reactivity and has important roles in various catalytic processes and other areas of chemistry due to its strong acidity. However, information on its health effects or commercial uses is limited.

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 64317-34-6 N-(pentafluorophenyl)carbonimidoyl dichloride 
• 65-85-0 benzoic acid 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 363-72-4 Pentafluorobenzene 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 

Relevant articles and documents

Crystal Engineering of N,N′-Diphenylurea Compounds Featuring Phenyl-Perfluorophenyl Interaction

Here, aiming to adopt the phenyl-perfluorophenyl interaction to regulate molecular alignment and arrangement for crystal engineering, we examined and compared in detail the crystal structures of N,N′-diphenylurea compounds 1-6. We found that phenyl-perfluorophenyl interaction greatly influenced the intermolecular arrangement in the crystal, and we were able to prepare a cocrystal of 1 and 2, in which the molecules were alternately arranged under the control of the phenyl-perfluorophenyl interaction. This arrangement was driven by the asymmetric geometry of the hydrogen bonds in the cocrystal (1·2), in which 2, bearing two perfluorophenyl groups, worked as a better hydrogen bond donor. In contrast, NH connected to the phenyl group in 3 proved to be a better hydrogen bond donor due to the intramolecular resonance effect. N,N′-Dimethylated derivatives, 4-6, existed in cis-cis form in the crystal. Antiparallel carbonyl-carbonyl arrangements were observed in 4 and 6, while an unexpected carbonyl-perfluorophenyl interaction was observed in the crystal of 5. These findings will be helpful in the design of diphenylurea-based functional molecules, especially for solid-state application.

Reactions of N-(Pentafluorophenyl)carbonimidoyl dichloride with fluorinated benzenes in the presence of AlCl3

N-(Pentafluorophenyl)carbonimidoyl dichloride (1) reacts, in the presence of excess AlCl3, with fluorinated benzenes containing 1-5 fluorine atoms in the molecule. With fluoro- and 1,3,5-trifluorobenzene the reaction gives the corresponding imi