| Identification | Back Directory | [Name]
4-FORMYL-3-HYDROXYBENZOIC ACID | [CAS]
619-12-5 | [Synonyms]
4-CARBOXYSALICYALDEHYDE
3-Hydroxy-4-formylbenzoic acid
4-FORMYL-3-HYDROXYBENZOIC ACID
Benzoic acid, 4-forMyl-3-hydroxy-
4-Formyl-3-hydroxybenzoic acid 97%
3-hydroxy-4-methanoyl-benzoic acid | [Molecular Formula]
C8H6O4 | [MDL Number]
MFCD05865188 | [MOL File]
619-12-5.mol | [Molecular Weight]
166.13 |
| Chemical Properties | Back Directory | [Melting point ]
235-240 °C (lit.) | [Boiling point ]
214.32°C (rough estimate) | [density ]
1.2208 (rough estimate) | [refractive index ]
1.4611 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
3.66±0.10(Predicted) | [Appearance]
White to light brown Solid | [InChI]
InChI=1S/C8H6O4/c9-4-6-2-1-5(8(11)12)3-7(6)10/h1-4,10H,(H,11,12) | [InChIKey]
FDDHFCWYCKQKGY-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(C=O)C(O)=C1 |
| Hazard Information | Back Directory | [Uses]
4-Formyl-3-hydroxybenzoic acid can be used as a reactant to prepare:
- A pH-sensitive fluorescent probe 4,4′-(hydrazine-1,2-diylidene bis(methanylylidene)) bis(3-hydroxybenzoic acid (HDBB) by one-step condensation reaction with hydrazine.
- 2-Oxo-2H-1-benzopyran-3,7-dicarboxylic acid by condensation reaction with diethyl malonate.
- Schiff base ligands for the preparation of stable and functional Schiff base metal complexes.
| [Synthesis]
GENERAL METHOD: Hexamethylenetetramine (0.3 mmol) and cuprous oxide (0.15 mmol) were sequentially added to a solution of trifluoroacetic acid (5 mL) of the substrate (1a-1q, 0.15 mmol). The reaction mixture was heated to reflux for 5 h and subsequently cooled to room temperature. 3N hydrochloric acid (5 mL) was slowly added to the reaction system and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography (200-300 mesh) to afford the target compound 4-formyl-3-hydroxybenzoic acid. | [References]
[1] Research on Chemical Intermediates, 2015, vol. 41, # 11, p. 8147 - 8158 |
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