4,5-Dimethoxy-2-nitrobenzoic acid Chemical Properties

Melting point:

195-197 °C(lit.)

Boiling point:

368.87°C (rough estimate)

Density 

1.4777 (rough estimate)

refractive index 

1.5800 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

2.34±0.25(Predicted)

color 

Yellow

Water Solubility 

Insoluble in water. Soluble in DMSO and methanol. Solubility in hot 1mol/L NaOH (almost transparency).

BRN 

2123903

InChI

InChI=1S/C9H9NO6/c1-15-7-3-5(9(11)12)6(10(13)14)4-8(7)16-2/h3-4H,1-2H3,(H,11,12)

InChIKey

WWCMFGBGMJAJRX-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC(OC)=C(OC)C=C1[N+]([O-])=O

CAS DataBase Reference

4998-07-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4,5-Dimethoxy-2-nitrobenzoic acid Usage And Synthesis

Chemical Properties

Yellow crystalline powder

Uses

4,5-Dimethoxy-2-nitrobenzoic acid was used in the synthesis of 4,5-dimethoxy-2-nitrobenzamide and 6,7-dimethoxyquinazoline derivatives.

Application

4,5-dimethoxy-2-nitrobenzoic acid in the reaction with organotin oxides/halides yields the organotin carboxylates in anhydrous toluene. The resulting triorganotin carboxylates are one-dimensional polymers that are solid with trigonal bipyramidal geometry, while in solution, they are tetrahedral. Reaction of di-n-butyl tin oxide with 4,5-dimethoxy-2-nitrobenzoic acid yields Tetrabutylbis(4,5-dimethoxy-2-nitro benzoate)Distannoxane Dimer crystallizes as the usual dicarboxylatotetraorganodistannoxane dimer[1-2].

General Description

4,5-Dimethoxy-2-nitrobenzoic acid is a nitroaromatic compound.

Synthesis

In 3,4-dimethoxy-6-nitrobenzaldehyde (10 g)The reaction medium (20 mL of water, 30 mL of methanol)Acetic acid (3.5 mL), 30% hydrogen peroxide (9 mL)Stir well and add sodium chlorite (content 80%, 9g) in water (5mL); Stirring warming to about 50, monitoring the reaction, After the reaction was completed, sodium bisulfite (10.5 g) was added to quench the reaction, The solvent was evaporated to dryness, the product was dissolved in a solution of sodium hydroxide (6g × 10mL)Filtered to remove impurities, the filtrate was added sulfuric acid to pH 1 precipitated product, Filter and dry and obtained product 4,5-Dimethoxy-2-nitrobenzoic acid 10g (93% yield, high-performance liquid chromatography 99.5% purity).

References

[1] Farooq Ali Shah. “Synthesis, Characterization and Crystal Structure of Tetrabutylbis(4,5-dimethoxy-2-nitro benzoato)Distannoxane Dimer.” Journal of Chemical Crystallography 41 9 (2011).
[2] F. A. Shah. “Organotin(IV) complexes of 4,5-dimethoxy-2-nitrobenzoic acid: Synthesis, characterization, and biological activity.” Russian Journal of Coordination Chemistry 35 12 (2009).

4,5-Dimethoxy-2-nitrobenzoic acid(4998-07-6)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• 2,6-Dimethoxybenzoic acid
• 3,4-Dimethoxybenzyl alcohol
• 4-Dimethylaminobenzoic acid
• 2,3-Dimethoxybenzoic acid
• 4-Nitrobenzoic acid
• 2-Nitrobenzoic acid
• 3,4-Dimethoxybenzoic acid
• 3,5-Dimethoxybenzoic acid
• Veratraldehyde
• Dimethyldimethoxysilane
• 1,1-Dimethoxyethane
• 2-Nitrocinnamic acid
• VERATRINE
• NITROGEN DIOXIDE
• 2,6-DIMETHOXY-3-NITROBENZOIC ACID,2,6-DIMETHOXY-3-NITROBENZOIC ACID 97%
• 2,5-DIMETHOXY-3-NITROBENZOIC ACID 99%,2,5-DIMETHOXY-1-NITROBENZOIC ACID,2,5-DIMETHOXY-3-NITROBENZOIC ACID
• 3-CHLORO-2,6-DIMETHOXY-5-NITROBENZOIC ACID