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2,4-Difluorotoluene

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  • 2,4-Difluorotoluene
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  • 2026-02-02
  • CAS:452-76-6
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  • 2019-12-26
  • CAS:452-76-6
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2,4-Difluorotoluene 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:452-76-6
MF:C7H6F2
MW:128.12
EINECS:207-211-9
Product Categories:Halogen toluene;Miscellaneous;Aryl;C7;Halogenated Hydrocarbons;Aromatic Hydrocarbons (substituted) & Derivatives;Fluorinated benzene series;Fluorin-contained toluene series;Fluorobenzene
Mol File:452-76-6.mol
2,4-Difluorotoluene Structure
2,4-Difluorotoluene Chemical Properties
Melting point -35 °C
Boiling point 113-117 °C (lit.)
density 1.12 g/mL at 25 °C (lit.)
refractive index n20/D 1.449(lit.)
Fp 59 °F
storage temp. Sealed in dry,2-8°C
form Liquid
color Clear colorless
Specific Gravity1.120
BRN 1931681
InChIInChI=1S/C7H6F2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3
InChIKeyMPXDAIBTYWGBSL-UHFFFAOYSA-N
SMILESC1(C)=CC=C(F)C=C1F
CAS DataBase Reference452-76-6(CAS DataBase Reference)
NIST Chemistry Reference2,4-Difluorotoluene(452-76-6)
Safety Information
Hazard Codes F,F+
Risk Statements 11
Safety Statements 16-29-33
RIDADR UN 1993 3/PG 2
WGK Germany 3
Hazard Note Flammable
HazardClass 3
PackingGroup II
HS Code 29039990
Storage Class3 - Flammable liquids
Hazard ClassificationsFlam. Liq. 2
MSDS Information
ProviderLanguage
2,4-Difluorotoluene English
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2,4-Difluorotoluene Usage And Synthesis
Chemical Propertiescolorless to light yellow liqui
Uses2,4-Difluorotoluene was used in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides.
General Description2,4-Difluorotoluene was synthesized as a nucleotide analog and was incorporated into DNA and undergoes replication by DNA polymerase enzymes.
Synthesis
Toluene

108-88-3

p-Fluorotoluene

352-32-9

2-Fluorotoluene

95-52-3

3-Fluorotoluene

352-70-5

2,4-Difluorotoluene

452-76-6

2,5-Difluorotoluene

452-67-5

3,4-Difluorotoluene

2927-34-6

The general procedure for the synthesis of p-fluorotoluene, 2-fluorotoluene, 3-fluorotoluene, 2,4-difluorotoluene, 2,5-difluorotoluene, and 1,2-difluoro-4-methylbenzene from toluene is as follows: to a glass reactor fitted with a PTFE-lined magnetic stirring bar attached to a gas scrubbing flask were added toluene derivative (0.95-1.14 mmol), acetonitrile (1-2.5 mL/mmol of toluene derivative), and boron trifluoride ethyl ether complex (1.3-1.6 mmol/mmol of toluene derivative). mmol toluene derivative), acetonitrile (1-2.5 mL/mmol toluene derivative) and boron trifluoride ethyl ether complex (1.3-1.6 mmol/mmol toluene derivative). The reaction mixture was stirred at -25 °C for 10-15 min, followed by the addition of xenon difluoride (1.2-1.3 mmol/mmol toluene derivative) in batches. The reaction system was slowly warmed to 22 °C over 1 h and stirring was continued for 40-60 min. Upon completion of the reaction, hexafluorobenzene was added as an internal standard and samples were taken for 19F NMR analysis (Method B). The reaction mixture was quenched with saturated aqueous sodium bicarbonate and extracted with dichloromethane (1-2 mL). The combined organic phases were dried with anhydrous magnesium sulfate and subsequently analyzed by 19F NMR and GC/MS (Procedure C). The major products are listed in the table and others are shown below (GC/MS data).

References[1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 10, p. 1400 - 1407
[2] Zh. Org. Khim., 2016, vol. 52, # 10, p. 1412 - 1419,8
2,4-Difluorotoluene Preparation Products And Raw materials
Raw materialsToluene-->Xenon difluoride-->Acetonitrile-->Boron trifluoride diethyl etherate
Preparation Productsp-Fluorotoluene-->2-chloro-1-(2,4-difluoro-5-methylphenyl)ethan-1-one
Tag:2,4-Difluorotoluene(452-76-6) Related Product Information
Xylene 3-Fluorobenzotrifluoride 2-Methylbenzotrifluoride m-Xylene Tosufloxacin tosylate o-Xylene Benzotrifluoride Toluene 2,3,4,5,6-PENTAFLUOROBENZOPHENONE DECAFLUOROBENZOPHENONE 2,4-Difluorobenzoyl chloride OCTAFLUOROTOLUENE 2',3',4',5',6'-PENTAFLUOROACETOPHENONE DECAFLUOROBENZHYDROL Pentafluorobenzonitrile 2,3,4,5,6-PENTAFLUOROPHENYLACETIC ACID α-Bromo-2,3,4,5,6-pentafluorotoluene Decafluorobiphenyl

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