2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID Chemical Properties

Melting point:

170-172℃

Boiling point:

334℃

Density 

1.335

Flash point:

134℃

storage temp. 

Inert atmosphere,Room Temperature

form 

Solid

color 

White to off-white

LogP

2.070 (est)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID Usage And Synthesis

Uses

2-Hydroxy-3,4-dimethoxybenzoic acid (3,4-Dimethoxysalicylic acid) is an olefinic benzene derivative[1].

Definition

ChEBI: 2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID is a methoxybenzoic acid.

Synthesis

General procedure for the synthesis of 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) from 2,3,4-trimethoxybenzoic acid (3-A):[04081] 1. 2,3,4-trimethoxybenzoic acid (3-A) (1.06 g, 5 mmol) was dissolved in dichloromethane (DCM) (30 mL) at -20 °C. 2. Boron tribromide (BBr3) (0.5 mL, 5.5 mmol) was slowly added to the above solution, keeping the reaction temperature at -20 °C. 3. The reaction mixture was stirred continuously for 30 minutes at -20°C. 4. 4. Upon completion of the reaction, sodium bicarbonate (NaHCO3) was added to quench the reaction. 5. 2N hydrochloric acid (HCl) (50mL) was added followed by extraction with dichloromethane (DCM). 6. The organic layer was separated and concentrated to give the target product 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) (705 mg, 62.2% yield).

References

[1] Solheim E, et al. Metabolism of alkenebenzene derivatives in the rat. II. Eugenol and isoeugenol methyl ethers[J]. Xenobiotica, 1976, 6(3): 137-150. DOI:10.3109/00498257609151624

2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID(5653-46-3)Related Product Information

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