2,6-Dimethoxybenzoic acid Chemical Properties

Melting point:

185-187 °C (lit.)

Boiling point:

275.56°C (rough estimate)

Density 

1.2481 (rough estimate)

refractive index 

1.4500 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

14.7g/l soluble

form 

Crystalline Powder

pka

pK1:3.44 (25°C)

color 

White to off-white

Water Solubility 

0.35 g/100 mL (25 ºC)

BRN 

2212190

InChIKey

MBIZFBDREVRUHY-UHFFFAOYSA-N

LogP

0.660

CAS DataBase Reference

1466-76-8(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 2,6-dimethoxy-(1466-76-8)

EPA Substance Registry System

Benzoic acid, 2,6-dimethoxy- (1466-76-8)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

DG8598725

TSCA 

Yes

HS Code 

29189010

MSDS

• Language:English Provider:2,6-Dimethoxybenzoic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,6-Dimethoxybenzoic acid Usage And Synthesis

Chemical Properties

white to off-white crystalline powder. Hardly soluble in water, soluble in alkali and organic solvents, such as benzene and toluene.

Uses

2,6-Dimethoxybenzoic Acid is used in the synthesis of indoles as well as coumarins related to Novobiocin (N888500), used as potent inhibitors of heat-shock protein 90 in the treatment of breast cancer.

Preparation

2,6-Dimethoxybenzoic acid is the key intermediate in the preparation of gamma-resorcylic acid which has been described as having activity against rheumatic fever.
The Preparation of 2,6-Dimethoxybenzoic Acid
Cite this: J. Org. Chem. 1956, 21, 3, 368–369
Publication Date:March 1, 1956
https://doi.org/10.1021/jo01109a604

Definition

ChEBI: 2,6-Dimethoxybenzoic acid is a member of benzenes and a carbonyl compound. It is a polyphenol compound found in foods of plant origin.

Synthesis Reference(s)

Synthetic Communications, 22, p. 13, 1992 DOI: 10.1080/00397919208021074

Flammability and Explosibility

Not classified

Purification Methods

Crystallise the acid from water or 1,1-dichloroethane (m 187.5-188.5o). [Beilstein 10 H 388, 10 I 185, 10 II 259, 10 III 1401, 10 IV 1456.]

2,6-Dimethoxybenzoic acid(1466-76-8)Related Product Information

• Methyl 2,6-dimethoxybenzoate
• 3-BROMO-5-CHLORO-2,6-DIMETHOXYBENZOIC ACID
• 3-CHLORO-2,6-DIMETHOXY-5-NITROBENZOIC ACID
• Bispyribac
• 2,6-Dimethoxybenzoic acid
• Mofloverine
• 2,6-DIMETHOXY-3-NITROBENZOIC ACID
• 2,4,6-Trimethoxybenzoic acid
• CURCULIGOSIDE
• 3,5-DICHLORO-2,6-DIMETHOXYBENZOIC ACID
• 3-BROMO-2,6-DIMETHOXYBENZOIC ACID
• 2-BROMO-4,5-DIMETHOXYBENZOIC ACID
• 2,5-Dimethoxybenzoic acid
• 2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID
• 2,3-Dimethoxybenzoic acid
• 6-Amino-3,4-dimethoxybenzoic acid
• 3,4-Dimethoxybenzoic acid (1R,5S)-8-azabicyclo[3.2.1]octan-3α-yl ester
• 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER