2,3,4-Trimethoxybenzoic acid Chemical Properties

Melting point:

99-102 °C (lit.)

Boiling point:

312.03°C (rough estimate)

Density 

1.3006 (rough estimate)

refractive index 

1.5140 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

Crystalline Powder

pka

4.24±0.10(Predicted)

color 

White to off-white

BRN 

2696073

CAS DataBase Reference

573-11-5(CAS DataBase Reference)

NIST Chemistry Reference

2,3,4-Trimethoxybenzoic acid(573-11-5)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:2,3,4-Trimethoxybenzoic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,3,4-Trimethoxybenzoic acid Usage And Synthesis

Chemical Properties

WHITE TO OFF-WHITE CRYSTALLINE POWDER

Uses

2,3,4-Trimethoxybenzoic acid was used in the synthesis of tropoloisoquinoline alkaloid pareitropone. It was also used in the synthesis of isomeric tris(pyrogallol) derivatives and naphthoic acid.

Synthesis

General procedure for the synthesis of 2,3,4-trimethoxybenzoic acid from 2,3,4-trimethoxybenzaldehyde: To a stirred solution of 2,3,4-trimethoxybenzaldehyde (24.4 g, 124.4 mmol) in methanol (200 mL) was added an aqueous 50% potassium hydroxide solution (KOH, 22.4 g). The mixture was then heated to reflux. A 30% hydrogen peroxide solution (180 mL) was added dropwise over 30 minutes and the mixture was continued to reflux for 8 hours. After the oxidation reaction was complete, the reaction mixture was cooled and sodium bisulfite (NaHSO3) was added. Methanol was removed by distillation under reduced pressure and the resulting solution was acidified to acidity with concentrated hydrochloric acid. The precipitated 2,3,4-trimethoxybenzoic acid (25.0 g, 95% yield) was collected by filtration.

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 9, p. 2671 - 2677
[2] Tetrahedron Letters, 2008, vol. 49, # 6, p. 1083 - 1086
[3] Helvetica Chimica Acta, 1924, vol. 7, p. 362
[4] Synthetic Communications, 2006, vol. 36, # 5, p. 679 - 683

2,3,4-Trimethoxybenzoic acid(573-11-5)Related Product Information

• Benzoic acid
• 4-Aminobenzoic acid
• Estradiol benzoate
• 1,2,3-Trimethoxybenzene
• Trimethoxysilane
• 3-Chloropropyltrimethoxysilane
• Vinyltrimethoxysilane
• Trimethoxypropylsilane
• 1,2,4-Trimethoxybenzene
• Trimetazidine N-oxide
• 3,4,5-Trimethoxy benzoic acid
• Anthranilic acid
• 2,4,6-Trimethoxybenzoic acid 2-(4-morpholinyl)ethyl ester
• 3,4,5-Trimethoxybenzoic acid chloride
• Methyl 2-nitro-3,4,5-trimethoxybenzoate
• 2,4,5-Trimethoxybenzoic acid
• 2-Amino-3,4,5-trimethoxybenzoic acid methyl ester
• Trimebutine