19064-24-5

Basic information

• Product Name: 2,6-Difluoronitrobenzene
• Synonyms: 1,3-DIFLUORO-2-NITROBENZENE;2,6-DIFLUORONITROBENZENE;Benzene, 1,3-difluoro-2-nitro- (8CI,9CI);2,6-Difluoronitrobenzene 98%;2,6-Difluoronitrobenzene98%;2,6-Difluoro-1-nitrobenzene;2,6-Difluoronitroben;1,3-Difluoro-2-nitrobenzene2,6-difluoronitrobenzene
• CAS NO: 19064-24-5
• Molecular Formula: C6H3F2NO2
• Molecular Weight: 159.09
• EINECS: 242-793-8
• Product Categories: HALIDE;Aromatic Hydrocarbons (substituted) & Derivatives;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 19064-24-5.mol

Chemical Properties

• Melting Point: 0C
• Boiling Point: 91-92 °C11 mm Hg(lit.)
• Flash Point: 190 °F
• Appearance: White liquid with light yellow
• Density: 1.503 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.494(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2,6-Difluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Difluoronitrobenzene(19064-24-5)
• EPA Substance Registry System: 2,6-Difluoronitrobenzene(19064-24-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 19064-24-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,6-Difluoronitrobenzene is used as a chemical reagent for various applications in the chemical industry. Its unique molecular structure makes it a valuable component in the synthesis of different compounds.
Used in Pharmaceutical Industry:
2,6-Difluoronitrobenzene is used as a precursor for the synthesis of secondary amine precursors, which are essential in the production of two families of nitric oxide donors. These donors play a crucial role in the development of pharmaceuticals that target various medical conditions.
Used in Material Science:
The potential for internal rotation in 2,6-difluoronitrobenzene's molecular structure makes it an interesting candidate for research and development in material science, where its properties can be harnessed to create new materials with specific characteristics.

InChI:InChI=1/CH3NO.F6P/c1-2-3;1-7(2,3,4,5)6/h2H,1H2;/q+1;-1

Upstream product

• 541-73-1 1,3-Dichlorobenzene 
• 121-73-3 3-Nitrochlorobenzene 
• 29270-54-0 1,3-difluoro-2-nitrosobenzene 
• 133117-48-3 1,3-difluoro-2-trimethylsilylbenzene 
• 98-95-3 nitrobenzene 
• 5509-65-9 2,6-difluoroaniline 
• 74087-85-7 3,3-dimethyldioxirane 

Downstream Products

• 385-01-3 2-nitro-3-fluorophenol 
• 1040027-97-1 2-nitro-1,3-diphenoxybenzene 
• 887399-33-9 (3-fluoro-2-nitro-phenyl)-(3-nitro-phenyl)-amine 

Relevant articles and documents

Pseudocyclic bis-N-heterocycle-stabilized iodanes - synthesis, characterization and applications

Bis-N-heterocycle-stabilized λ3-iodanes (BNHIs) based on azoles are introduced as novel structural motifs in hypervalent iodine chemistry. A performance test in a variety of benchmark reactions including sulfoxidations and phenol dearomatizations revealed a bis-N-bound pyrazole substituted BNHI as the most reactive derivative. Its solid-state structure was characterizedviaX-ray analysis implying strong intramolecular interactions between the pyrazole nitrogen atoms and the hypervalent iodine centre.

Efficient synthesis method of meta-fluoranisole (by machine translation)

The method is characterized by comprising the following steps: taking m-chloronitrobenzene as a raw material, carrying out high-temperature chlorination reaction, nitration reaction and fluorination reaction to obtain 2,4 - 2,4 -difluorobenzene and carrying out a methoxylation reaction with m-difluorobenzene as a raw material and carrying out methoxylation reaction to obtain m-fluorobenzyl ether; and the hydrogenation catalyst is a porous alumina loaded NiO-Co222O3-MoOO3 composite catalyst. The method disclosed by the invention is simple in process and high in product yield. (by machine translation)

DIHYDROBENZOFURANYL DERIVATIVES AND METHODS OF THEIR USE

The present invention is directed to dihydrobenzofuranyl derivatives of formula I: or a pharmaceutically acceptable salt thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorder, cognitive disorder, diabetic neuropathy, pain, and other diseases or disorders.

Efficient synthesis of a variety of new functionalized oxacalixarenes by Ullmann coupling reactions

We have developed an efficient method to synthesize a new type of oxacalix[4]arenes containing nitrogen functional groups in a single step, through N,N-dimethylglycine-promoted Ullmann coupling reactions starting from aryl dibromides in yields of up to 37%. With a aryl difluoride as substrate, a large, fully aromatic crown ether 8 could be obtained in 25 % yield. Further functionalization of the nitrogen functional groups in the cores of these oxacalixarenes may offer new opportunities for constructing desirable molecular architectures and a range of nitrogen-based multidentate ligands. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Progesterone receptor antagonists, contraceptive regimens, and kits

A method of contraception is provided which involves delivery of 21 to 27 consecutive days of one or more PR antagonists in the absence of a progestin, estrogen, or other steroidal compound, followed by 1 to 7 days without any active agent. Also described is a pharmaceutically useful kit to facilitate delivery of this regimen.

Phenylaminopropanol derivatives and methods of their use

The present invention is directed to phenylaminopropanol derivatives of formula I: or a pharmaceutically acceptable salt thereof, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromylagia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibromyalgia, pain, diabetic neuropathy, and combinations thereof.

Electrophilic ipso substitution of trimethylsilyl groups in fluorobenzenes

Using variants of literature methods 2,4- and 2,6- difluorophenyltrimethylsilanes have been bromodesilylated to the corresponding bromodifluorobenzenes in moderate to good yields, 3-bromo-2,6-difluorophenyltrimethylsilane afforded 1,3-dibromo-2,4-difluorobenzene whilst 1,3-difluoro-2,4-bis(trimethylsilyl)benzene yielded 3-bromo-2,6-difluorophenyltrimethylsilane. Application of either the Eaborn or Chvalovsky methods of nitrodesilylation to 4-fluorophenyltrimethylsilane, 2,4-difluorophenyltrimethylsilane and 2,6-difluorophenyltrimethylsilane afforded largely the corresponding desilylated products together with products associated with initial protodesilylation, followed by nitration of the resulting fluorobenzenes. The results obtained show that ipso desilylation in the fluoroaromatic series does follow the expected pattern previously obtained in the hydrocarbon analogues. They also show that in some cases the formation of unusually substituted fluoroarenes can be achieved more readily than by the methods previously used.

Ambident Behavior of Ketone Enolate Anions in SNAr Substitutions on Fluorobenzonitrile Substrates

2,6-Difluorobenzonitrile was found to be a suitable substrate for studying carbon versus oxygen nucleophilic attack by enolate anions of weakly acidic ketones.The influence of the nucleophile structure and the solvent are investigated.The charge control character of the reaction and the influence of the substrate are discussed.

Oxidation of Primary Amines by Dimethyldioxirane

Dimethyldioxirane oxidizes primary amines rapidly, and generally in high yield, to the corresponding nitro compounds.The method can also be used to syntesize polynitro compounds.

SUBSTITUTION AND ADDITION REACTIONS OF NF4BF4 WITH AROMATIC COMPOUNDS

Benzene, toluene, and nitrobenzene interact rapidly with NF4BF4 in anhydrous HF to give, almost exclusively, fluorine substituted aromatic derivatives.Up to four hydrogens can be replaced in a rapid reaction, before a much slower addition reaction takes over.The direction of the substitution in C6H6, C6H5CH3 and C6H5NO2 and the lack of side chain fluorination in C6H5CH3 support an electrophilic substitution mechanism.These rapid substitution reactions are followed by much slower fluorine addition reactions to give the corresponding cyclo-hexadienes and -hexenes.These addition reactions were also studied separately using tetra-, penta-, and hexa- fluorobenzene as the starting materials.In these addition reactions, almost no hydrogen substitution occurred.The addition of the first pair of fluorines always gave 1,4-cyclohexadienes in which the CF2 group was adjacent to hydrogen on the ring.The addition of the second pair of fluorines resulted in the formation of cyclohexenes.These reactions occured in high yield and offer a controlled, high yield path to dienes.All products were characterized spectroscopically and by comparison to literature data.