880-78-4

Basic information

• Product Name: PENTAFLUORONITROBENZENE
• Synonyms: pentaflurophenylacetic acid;Pentafluoronitrobenzene,98%;Pentafluoronitrobenzene 98%;1-Nitropentafluorobenzene;2,3,4,5,6-Pentafluoro-1-nitrobenzene;PENTAFLUORONITROBENZ;1-Nitro-2,3,4,5,6-pentafluorobenzene, Perfluoronitrobenzene;2,3,4,5,6-PENTAFLUORONITROBENZENE
• CAS NO: 880-78-4
• Molecular Formula: C₆F₅NO₂
• Molecular Weight: 213.06
• EINECS: 212-915-4
• Product Categories: Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 880-78-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: -22.65°C
• Boiling Point: 158-161 °C(lit.)
• Flash Point: 195 °F
• Appearance: Clear colorless to light yellow liquid
• Density: 1.656 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.24mmHg at 25°C
• Refractive Index: n20/D 1.447(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: PENTAFLUORONITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTAFLUORONITROBENZENE(880-78-4)
• EPA Substance Registry System: PENTAFLUORONITROBENZENE(880-78-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 880-78-4(Hazardous Substances Data)

Usage

Uses

Pentafluoronitrobenzene has been used in the preparation of p-azidotetrafluoroaniline, a new photoaffinity reagent.

General Description

Electron attachment to pentafluoronitrobenzene has been studied in the energy range 0-16eV by means of a crossed electron-molecular beam experiment with mass spectrometric detection of the anions. The electroreduction of pentafluoronitrobenzene in dimethylformamide solution results in the formation of the dimer, octafluoro-4,4′-dinitro-biphenyl.

InChI:InChI=1/C6F5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9

Upstream product

• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 5580-79-0 2,3,4,5-tetrafluoro-1-nitrobenzene 
• 407-25-0 trifluoroacetic anhydride 
• 363-72-4 Pentafluorobenzene 
• 7697-37-2 nitric acid 
• 126-33-0 sulfolane 
• 5272-26-4 trifluoro(pentafluorophenyl)silane 
• 143896-70-2 N-(2,3,4,5,6-pentafluorophenyl)-1-phenylmethanimine 
• 853-75-8 N-pentafluorophenyl-pentafluorophenylaldimine 
• 1423-13-8 pentafluoronitrosobenzene 

Downstream Products

• 17480-16-9 Perfluoroisopropylbenzene 
• 20017-50-9 1-Nitroperfluor-(4-isopropylbenzol) 
• 20017-51-0 1-Nitroperfluor-(2,4-diisopropylbenzol) 
• 1887-73-6 4-methoxy-2,3,5,6-tetrafluoronitrobenzene 
• 137470-79-2 perfluoro-(3-methyl-2,1-benzisoxazole) 
• 137445-20-6 tetrafluoro-1-nitro-4-(2,2,2-trifluoroethyl)benzene 
• 137445-19-3 perfluoro-4-(2H-hexafluoroisopropyl)-1-nitrobenzene 
• 122134-93-4 4-nitro-2,3,5,6-tetrafluoro-4'-hydroxydiphenylamine 
• 113423-72-6 ethyl 2-cyano-2-(2,3,5,6-tetrafluoro-4-nitrophenyl)butyrate 
• 969-25-5 4-aminononafluorobiphenyl 
• 69173-92-8 4-azido-1-nitro-2,3,5,6-tetrafluorobenzene 
• 6157-98-8 2,3,4,5-tetrafluoro-6-nitroaniline 
• 16814-01-0 1,2,3,4-tetrafluoro-5-nitro-6-(phenylethynyl)benzene 
• 180293-26-9 N,N-Diethyl-4-nitro-2,3,5,6-tetrafluoroaniline 

Relevant articles and documents

Sequential continuous flow processes for the oxidation of amines and azides by using HOF·MeCN

The generation and use of the highly potent oxidising agent HOF·MeCN in a controlled single continuous flow process is described. Oxidations of amines and azides to corresponding nitrated systems by using fluorine gas, water and acetonitrile by sequential gas-liquid/liquid-liquid continuous flow procedures are reported. Oxidation in flow: The oxidation of amines and azides to the corresponding nitrated systems by using fluorine gas, water and acetonitrile by sequential gas-liquid/liquid-liquid continuous flow procedures are reported. Copyright

Fluorination of tetrafluorobenzenes C6HF4R with XeF2

Replacement of hydrogen by fluorine and addition of fluorine atoms to the aromatic ring were found in the reaction of XeF2 with 1-R-2,3,4,5-tetrafluorobenzene (R = H, F, Br, NO2) or 1-R-2,3,4,6-tetrafluorobenzene (R = H, CF3) in HF or CH2Cl2-BF3·OEt2. Only fluorine addition took place in the case of 1-R-2,3,5,6-tetrafluorobenzenes (R = H, Br, CF3) or 1-Br-2,3,4,6-tetrafluorobenzene. The role of cation radicals as reactive intermediates is discusseed.

Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)

The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid.For example pentafluorobenzene gave pentafluoronitrobenzene in 99percent yield, nitrobenzene to m-dinitrobenzene in 92percent selectivity with 85percent overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78percent isolated yield.Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions.The reagent system is compatible with many functional groups of arenes.