Identification | Back Directory | [Name]
3,4-DIFLUORO-2-HYDROXYBENZOIC ACID | [CAS]
189283-51-0 | [Synonyms]
3,4-DIFLUOROSALICYLIC ACID 3,4-DIFLUORO-2-HYDROXYBENZOIC ACID 3,4-Difluoro-2-hydroxybenzoicacid98% 3,4-Difluoro-2-hydroxybenzoicacid99% Benzoic acid, 3,4-difluoro-2-hydroxy- 3,4-Difluoro-2-hydroxybenzoic acid 99% | [Molecular Formula]
C7H4F2O3 | [MDL Number]
MFCD03428564 | [MOL File]
189283-51-0.mol | [Molecular Weight]
174.1 |
Chemical Properties | Back Directory | [Melting point ]
177-179°C | [Boiling point ]
282℃ | [density ]
1.600 | [Fp ]
124℃ | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.32±0.13(Predicted) | [Appearance]
Off-white to light yellow Solid |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 3,4-difluoro-2-hydroxybenzoic acid from 2,3,4-trifluorobenzoic acid was carried out as follows: solid sodium hydroxide (4.52 g, 113 mmol) was added batchwise to a solution of dimethylimidazolidinone (10 mL) of 2,3,4-trifluorobenzoic acid (5.0 g, 28 mmol) under the conditions of cooling in an ice bath and stirring. Subsequently, the reaction mixture was heated to 120 °C and maintained at this temperature for 2 h. During this time, the progress of the reaction was monitored by TLC to confirm the complete consumption of 2,3,4-trifluorobenzoic acid. Upon completion of the reaction, the mixture was cooled to room temperature and acidified to pH 5-6 with 2N hydrochloric acid (7.5 mL).The precipitated white solid was collected by filtration, washed with excess water, and dried to afford the target product, 3,4-difluoro-2-hydroxybenzoic acid (3.6 g, 73.4% yield), with a melting point of 174-177 °C. The product structure was determined by 1H-NMR. The structure of the product was confirmed by 1H-NMR (400 MHz, DMSO-d6) and IR (KBr) spectroscopy: 1H-NMR δ 6.94-7.01 (m, 1H, aryl), 7.64-7.68 (m, 1H, aryl); IR 3208.9 cm-1 (OH), 1654.1 cm-1 (C=O), 1625.7 cm-1 (C =C, aromatic), 1315.2 cm-1 (C-O). | [References]
[1] Journal of Fluorine Chemistry, 2003, vol. 121, # 1, p. 97 - 99 [2] Medicinal Chemistry Research, 2015, vol. 24, # 9, p. 3516 - 3528 [3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 10, p. 2455 - 2458 |
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