452-76-6

Basic information

• Product Name: 2,4-Difluorotoluene
• Synonyms: 1-Methyl-2,4-difluorobenzene;2,4-Difluorotoluene, 98% 25GR;Benzene, 2,4-difluoro-1-methyl-;2,4-DIFLUOROTOLUENE;2,4-DIFLUOROTOLUINE;2,4-DIFLUORO-1-METHYL-BENZENE;2,4-DIFLUOROTOLUNE;2.4-Difluoro methyl benzene
• CAS NO: 452-76-6
• Molecular Formula: C₇H₆F₂
• Molecular Weight: 128.12
• EINECS: 207-211-9
• Product Categories: Fluorinated benzene series;Fluorin-contained toluene series;Fluorobenzene;Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Miscellaneous;Aryl;C7;Halogenated Hydrocarbons
• Mol File: 452-76-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: -35 °C
• Boiling Point: 113-117 °C(lit.)
• Flash Point: 59 °F
• Appearance: Clear colorless/Liquid
• Density: 1.12 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.272mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Storage Temp.: Flammables area
• BRN: 1931681
• CAS DataBase Reference: 2,4-Difluorotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Difluorotoluene(452-76-6)
• EPA Substance Registry System: 2,4-Difluorotoluene(452-76-6)

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: 452-76-6(Hazardous Substances Data)

Usage

Chemical Properties

colorless to light yellow liqui

Uses

2,4-Difluorotoluene was used in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides.

General Description

2,4-Difluorotoluene was synthesized as a nucleotide analog and was incorporated into DNA and undergoes replication by DNA polymerase enzymes.

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

Upstream product

• 367-29-3 3-fluoro-6-methylaniline 
• 108-88-3 toluene 

Downstream Products

• 1224321-80-5 ((CH₃)3C)3PAuC₆H₂F₂CH₃ 
• 348080-99-9 2,4-difluoro-3-trimethylsilyltoluene 
• 255724-72-2 6-fluoro-2-phenyl-1H-indole 
• 1188412-70-5 C₁₁H₁₄F₂O₃S 
• 1188413-08-2 C₁₀H₁₁F₂N₃ 
• 1188412-69-2 (S)-2-(3,5-difluoro-2-methyl-phenyl)-1-methyl-ethylamine 
• 1188412-53-4 (2R)-1-(3,5-difluoro-2-methylphenyl)propan-2-ol 
• 1188412-99-8 1,5-difluoro-3-iodo-2-methylbenzene 
• 1092350-38-3 3,5-difluoro-2-methylbenzenamine 

Relevant articles and documents

Reactions of aromatic compounds with xenon difluoride

Reactions of substituted benzenes C6H5R (R = Me, F, Cl, Br, CF3, NO2) with xenon difluoride in the presence of boron trifluoride–diethyl ether complex in weakly acidic (1,1,1,3,3-pentafluorobutane) and weakly basic media (acetonitrile) have been studied. These reactions lead to the formation of fluorobenzene derivatives FC6H4R (isomer mixture) together with isomeric difluorobenzenes and fluorinated and non-fluorinated biphenyls. The results have been compared with previously reported data obtained in other solvents using other catalysts.

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.