4-FORMYL-3-HYDROXYBENZOIC ACID Chemical Properties

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 Information

Hazard Codes 

Xn

Risk Statements 

22-36/38-43

Safety Statements 

26-36

WGK Germany 

2

HS Code 

2918999090

MSDS

• Language:English Provider:SigmaAldrich

4-FORMYL-3-HYDROXYBENZOIC ACID Usage And Synthesis

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

4-FORMYL-3-HYDROXYBENZOIC ACID(619-12-5)Related Product Information

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• Diacerein
• 2-(Trifluoromethoxy)terephthalic acid
• Sennoside A
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• 5-HYDROXYBENZENE-1,2,4-TRICARBOXYLIC ACID
• Sennoside B
• Rhein
• SENNOSIDE
• 5-FORMYL-2-HYDROXYBENZOIC ACID METHYL ESTER
• 5-FORMYL-2-HYDROXYBENZOIC ACID
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• RHEIN-8-GLUCOSIDE
• CALCIUM SENNOSIDE
• SENNIDINE A
• SENNIDINE B