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619-12-5

619-12-5 Structure

619-12-5 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/38-43
[Safety Statements ]

26-36
[WGK Germany ]

2
[HS Code ]

2918999090
Hazard InformationBack 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]

Hexamethylenetetramine

100-97-0

3-Hydroxybenzoic acid

99-06-9

4-FORMYL-3-HYDROXYBENZOIC ACID

619-12-5

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-FORMYL-3-HYDROXYBENZOIC ACID(619-12-5)1HNMR
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