| Identification | More | [Name]
2,6-Difluorobenzaldehyde | [CAS]
437-81-0 | [Synonyms]
2,6-DIFLUOROBENZALDEHYDE
TIMTEC-BB SBB006685
2,6-Difluorobenzaldehyde,97%
3,4,5-triflurobenzenenitrile
2,6-Difluorobenzaldehyde 98%
2,6-Difluorobenzaldehyde98%
2,6-DIFLUORLOBENZALDEHYDE
2-6-Difluorbenzaldehyd | [EINECS(EC#)]
610-142-0 | [Molecular Formula]
C7H4F2O | [MDL Number]
MFCD00010293 | [Molecular Weight]
142.1 | [MOL File]
437-81-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear light yellow to bright yellow liquid | [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 Gravity]
1.317 | [Sensitive ]
Air Sensitive | [BRN ]
1935273 | [InChI]
1S/C7H4F2O/c8-6-2-1-3-7(9)5(6)4-10/h1-4H | [InChIKey]
SOWRUJSGHKNOKN-UHFFFAOYSA-N | [SMILES]
Fc1cccc(F)c1C=O | [LogP]
1.46 at 25℃ and pH2 | [Surface tension]
73.1mN/m at 1g/L and 20℃ | [CAS DataBase Reference]
437-81-0(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
clear light yellow to bright yellow liquid | [Uses]
2,6-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]
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 |
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