443-84-5

Basic information

• Product Name: 2,6-Difluorotoluene
• Synonyms: 2,6-DIFLUOROTOLUENE;2.6-Difluoro methyl benzene;2,6-Difluorotoluene,98%;2,6-Difluorotoluene,99%;2,6-Difluorotoluene 99%;Benzene, 1,3-difluoro-2-methyl-
• CAS NO: 443-84-5
• Molecular Formula: C₇H₆F₂
• Molecular Weight: 128.12
• EINECS: -0
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Miscellaneous;Aryl;C7;Halogenated Hydrocarbons;Aryl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 443-84-5.mol

Chemical Properties

• Boiling Point: 112 °C740 mm Hg(lit.)
• Flash Point: 50 °F
• Appearance: colorless to light yellow liquid
• Density: 1.129 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.292mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: Flammables area
• BRN: 1932656
• CAS DataBase Reference: 2,6-Difluorotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Difluorotoluene(443-84-5)
• EPA Substance Registry System: 2,6-Difluorotoluene(443-84-5)

Safety Data

• Hazard Codes: F,F+
• Statements: 11
• Safety Statements: 16-29-33
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 443-84-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,6-Difluorotoluene is used as a chemical intermediate for the synthesis of various fluorinated compounds. The presence of fluorine atoms in the molecule makes it a valuable building block for the production of pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Spectroscopy Research:
2,6-Difluorotoluene is used as a precursor to generate jet-cooled 2,6-difluorobenzyl radicals, which are employed to investigate their vibronically resolved emission spectra. This research helps in understanding the electronic structure and properties of these radicals, which can be useful in various applications, such as the development of new materials and the study of chemical reactions.
Used in the Production of Fluoropolymers:
2,6-Difluorotoluene can be used as a monomer in the production of fluoropolymers, which are known for their excellent chemical resistance, thermal stability, and non-stick properties. These polymers find applications in various industries, such as automotive, aerospace, electronics, and coatings.
Used in the Synthesis of Fluorinated Aromatics:
2,6-Difluorotoluene can be further functionalized to produce a range of fluorinated aromatic compounds, which are used as intermediates in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. These fluorinated aromatics exhibit unique properties, such as enhanced lipophilicity and metabolic stability, making them valuable in various applications.

InChI:InChI=1/C7H8FN/c1-5-6(8)3-2-4-7(5)9/h2-4H,9H2,1H3

Upstream product

• 443-86-7 3-fluoro-2-methylaniline 
• 149838-77-7 Sodium; 2,4-difluoro-3-methyl-benzenesulfonate 
• 372-18-9 1,3-Difluorobenzene 
• 74-88-4 methyl iodide 
• 141407-30-9 2,4-Difluoro-3-methylbenzene sulfonyl fluoride 
• 118-69-4 2,6-dichlorotoluene 
• 769-10-8 1-fluoro-2-methyl-3-nitrobenzene 
• 603-83-8 3-nitro-o-tolylamine 
• 69145-58-0 2,4-Dichloro-3-methylbenzenesulfonyl chloride 

Downstream Products

• 437-81-0 2,6-difluorobenzaldehyde 
• 384-99-6 2-dibromomethyl-1,3-difluoro-benzene 
• 697-73-4 2,6-difluorobenzyl chloride 
• 85118-00-9 2,6-Difluorobenzyl bromide 
• 79562-49-5 2,4-difluoro-3-methyl-nitrobenzene 
• 76350-70-4 2,4-difluoro-3-methyl-aniline 
• 79562-50-8 2-[(2,4-Difluoro-3-methyl-phenylamino)-methylene]-malonic acid diethyl ester 
• 2647-31-6 2,6-Difluor-α-cyan-stilben 
• 654-01-3 (2,6-difluorophenyl)acetonitrile 
• 1525-46-8 2,6-Difluor-4'-dimethylamino-α-cyan-stilben 
• 4619-90-3 <2,6-Difluor-phenyl>-<4'-dimethylamino-phenyl>-α-cyan-azomethin 
• 221220-97-9 1-bromo-2,4-difluoro-3-methylbenzene 
• 1350756-06-7 (E)-3-(2,4-difluoro-3-methylphenyl)allyl acetate 
• 1020173-26-5 1-benzyloxy-3-fluoro-2-methyl-4-nitro-benzene 

Relevant articles and documents

Sulfonyl chloride as a disposable electron withdrawing substituent in halex fluorinations

Syntheses of 1,3-difluorobenzene and 2,6-difluorotoluene are described via chlorosulfonation, catalytic Halex-fluorination, and desulfination of 1,3-dichlorobenzene and 2,6-dichlorotoluene.

Tetraphenylphosphonium bromide-catalyzed 'Halex' fluorination of chloroaryl sulfonyl chlorides

Halogen-exchange of chloroaryl sulfonylchloride derivatives with spray-dried potassium fluoride was found to proceed efficiently by employing tetraphenylphosphonium bromide as a catalyst.Subsequent desulfonylation of the fluoroaryl sulfonyl derivatives readily afforded fluoroaromatics under acidic condition.

REACTIONS OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA. REACTION OF POLYFLUORINATED DERIVATIVES OF BENZENE WITH SODIUM AMIDE

Under the influence of sodium amide in liquid ammonia at a temperature no higher than -33 deg C pentafluorobenzene, 1,2,4,5-tetrafluorobenzene, and 1,3-difluorobenzene undergo deprotonation with the formation of fluorinated phenyl anions, which are resistant to the elimination of a fluoride ion and can be detected by the formation of the products from interaction with electrophiles (with the initial compound in the first case and with methyl iodide in the other two cases). 1,3,5-Trifluorobenzene behaves similarly in reaction with one equivalent of sodium amide, but with two equivalents of sodium amide this compound and 1,2,3,5-tetrafluorob enzene undergo substitution of a fluorine atom by an amino group with the formation of 3,5-di- and 3,4,5-trifluoroanilines respectively.This is clearly due to the double deprotonation of these compounds with the formation of polyfluorinated m-phenylene dianions, which are then converted with the elimination of a fluoride ion into the corresponding dehydrophenyl anions.

REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA IV.* THE NUCLEOPHILIC AND PROTOPHILIC ACTIVITY OF METHOXIDE AND HYDROXIDE IONS IN REACTIONS WITH POLYFLUORINATED AROMATIC COMPOUNDS

In the reaction of polyfluorinated derivatives of benzene with potassium methoxide in liquid ammonia a fluorine atom is substituted by a methoxy group.With potassium hydroxide reactions involving removal of a proton from a ring carbon atom take place preferentially.The possibility of polyfluoroarylation and methylation catalyzed by potassium hydroxide in polyfluorinated aromatic compounds, based on capture of the polyflurinated aryl anion by the electrophile, was demonstrated.