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2,6-Difluorobenzaldehyde

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CAS:437-81-0
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  • 2025-09-25
  • CAS:437-81-0
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  • Purity: 99%
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2,6-Difluorobenzaldehyde Basic information
Product Name:2,6-Difluorobenzaldehyde
Synonyms:TIMTEC-BB SBB006685;2,6-Difluorobenzaldehyde,97%;2,6-DIFLUOROBENZALDEHYDE;3,4,5-triflurobenzenenitrile;2,6-Difluorobenzaldehyde 98%;2,6-Difluorobenzaldehyde98%;2,6-DIFLUORLOBENZALDEHYDE;2-6-Difluorbenzaldehyd
CAS:437-81-0
MF:C7H4F2O
MW:142.1
EINECS:610-142-0
Product Categories:Fluorine series;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;API intermediates;Fluorobenzene;Carbonyl Compounds;Miscellaneous;Aldehydes;C7;Carbonyl Compounds;Aryl Fluorinated Building Blocks
Mol File:437-81-0.mol
2,6-Difluorobenzaldehyde Structure
2,6-Difluorobenzaldehyde Chemical Properties
Melting point 15-17 °C (lit.)
Boiling point 82-84 °C/15 mmHg (lit.)
density 1.317 g/mL at 25 °C (lit.)
vapor pressure 40.1-900hPa at 94.5-189℃
refractive index n20/D 1.502(lit.)
Fp 164 °F
storage temp. 2-8°C
form Liquid
color Clear light yellow to bright yellow
Specific Gravity1.317
Sensitive Air Sensitive
BRN 1935273
InChI1S/C7H4F2O/c8-6-2-1-3-7(9)5(6)4-10/h1-4H
InChIKeySOWRUJSGHKNOKN-UHFFFAOYSA-N
SMILESFc1cccc(F)c1C=O
LogP1.46 at 25℃ and pH2
Surface tension73.1mN/m at 1g/L and 20℃
CAS DataBase Reference437-81-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-37/39-36/37
WGK Germany 2
10-23
HazardClass IRRITANT
HS Code 29130000
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAquatic Chronic 3
Eye Dam. 1
Skin Corr. 1C
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2,6-Difluorobenzaldehyde Usage And Synthesis
Chemical Propertiesclear light yellow to bright yellow liquid
Uses2,6-Difluorobenzaldehyde can be used as a reactant to synthesize:
  • 5-Cyano-6-(2,6-difluorophenyl)-5,6-dihydro-2-thiouracil via one-pot cyclocondensation reaction with ethyl cyanoacetate and thiourea.
  • 1-(2,6-Difluorobenzyl)-2-(2,6-difluorophenyl)-benzimidazole by reacting with 1,2-phenylenediamine in the presence of a catalytic amount of p-toluenesulfonic acid.
  • (3E)-4-(2,6-Difluorophenyl)-3-buten-2-one by Wittig olefination reaction with acetylmethylidenetriphenyl phosphorane.
  • Methyl 4-fluorobenzo[b]thiophene-2-carboxylate by treating with methyl thioglycolate in the presence of K2CO3.

Synthesis
2,6-Dichlorobenzaldehyde

83-38-5

2,6-Difluorobenzaldehyde

437-81-0

The general procedure for the synthesis of 2,6-dichlorobenzaldehyde from 2,6-dichlorobenzaldehyde was as follows: first, 34.8 g (0.6 mol) of potassium fluoride (KF) was dissolved in 250 mL of cyclobutanesulfone under nitrogen protection and stirred at 100 °C for 2 h. The water was removed by azeotropic distillation. Subsequently, 20 g (0.11 mol) of 2,6-dichlorobenzaldehyde and 2.8 g (6.68 mmol) of tetraphenylphosphonium bromide were added to this anhydrous mixture and the reaction mixture was heated to 180 °C and kept overnight. Upon completion of the reaction, the solid product was washed with ethyl acetate and the solvent was removed by aqueous pressure evaporation. Finally, the target product 2,6-difluorobenzaldehyde was purified by vacuum evaporation (24 mbar, 85-86 °C) in 77% yield.

References[1] Patent: WO2016/102207, 2016, A1. Location in patent: Page/Page column 32
[2] Journal of Fluorine Chemistry, 2004, vol. 125, # 6, p. 1031 - 1038
[3] Chemistry Letters, 1988, # 9, p. 1355 - 1358
[4] Angewandte Chemie - International Edition, 2006, vol. 45, # 17, p. 2720 - 2725
[5] Patent: US6103659, 2000, A
Tag:2,6-Difluorobenzaldehyde(437-81-0) Related Product Information
Florfenicol 4-Fluorobenzaldehyde Transfluthrin 1,2-Difluorobenzene 1,3-Difluorobenzene 1-(2,6-Difluorophenyl)ethan-1-one 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID 2,3,5,6-Tetrafluorobenzoic acid 2,6-DIFLUOROBENZOPHENONE Tetrafluoroterephthalic acid 2,3,4,5,6-PENTAFLUOROBENZAMIDE 2,3,6-TRIFLUOROBENZOIC ACID 2,6-Difluorobenzoyl chloride 2,4-DIFLUOROBENZALDEHYDE,2,4-Difluorobenzaldehyde 98%,2,4-Difluorobenzaldehyde98% 2,3-DIFLUOROBENZALDEHYDE,2,3-Difluorobenzaldehyde,98%,2,3-Difluorobenzaldehyde 98% 3,4-Difluorobenzaldehyde 98%,3,4-Difluorobenzaldehyde,98%,3,4-DIFLUOROBENZALDEHYDE 2,3,4,5,6-PENTAFLUOROBENZOPHENONE METHYL PENTAFLUOROBENZOATE