3-Methoxy-4-nitrobenzoic acid Chemical Properties

Melting point:

233-235 °C (lit.)

Boiling point:

334.23°C (rough estimate)

Density 

1.5023 (rough estimate)

refractive index 

1.5700 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

3.30±0.10(Predicted)

color 

White to Light yellow to Light orange

Water Solubility 

Insoluble in water.

BRN 

2696042

InChI

InChI=1S/C8H7NO5/c1-14-7-4-5(8(10)11)2-3-6(7)9(12)13/h2-4H,1H3,(H,10,11)

InChIKey

PWURRRRGLCVBMX-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

5081-36-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38

Safety Statements 

24/25

RIDADR 

Cool, dry,tightly closed

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:3-Methoxy-4-nitrobenzoic acid
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3-Methoxy-4-nitrobenzoic acid Usage And Synthesis

Chemical Properties

light yellow to beige crystalline powder

Uses

3-Methoxy-4-nitrobenzoic acid was used in detection of nitroaromatic compounds by CdSe- quantum dots capped with polyamidoamine dendrimer-1,12-diaminododecane core-generation 4 nanocomposites. It was used in the synthesis of vorozole derivatives.

Synthesis

The general procedure for the synthesis of 3-methoxy-4-nitrobenzoic acid from methyl 3-methoxy-4-nitrobenzoate was as follows: to a stirred solution of methyl 3-methoxy-4-nitrobenzoate (2.11 g, 10 mmol) in methanol (30 mL), a solution of potassium hydroxide (1.68 g, 30 mmol) in water (30 mL) was added. The reaction mixture was refluxed for 2 hours and subsequently the methanol was removed by vacuum distillation. The residue was diluted with distilled water (20 mL) and cooled in an ice bath. It was acidified with saturated aqueous potassium bisulfate to pH 3-4. The precipitated solid was collected by filtration and washed sequentially with cold water and hexane. The product was an off-white solid in 96% yield, mass spectrum (ESI+) m/z 198 [M + H]+.

References

[1] Patent: US2016/145304, 2016, A1. Location in patent: Paragraph 0548; 0562; 0563; 0564
[2] ChemMedChem, 2018, vol. 13, # 2, p. 186 - 198
[3] Journal of the American Chemical Society, 1989, vol. 111, # 20, p. 7957 - 7968
[4] eLife, 2017, vol. 6,
[5] Advanced Synthesis and Catalysis, 2018, vol. 360, # 11, p. 2204 - 2210

3-Methoxy-4-nitrobenzoic acid(5081-36-7)Related Product Information

• 3-Methyl-4-nitrobenzoic acid
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• 3-Methoxybenzoic acid
• 2-Methyl-4-nitrobenzoic acid
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• NITROGEN DIOXIDE
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• 4-Methoxy-3-Nitrobenzoic acid 3-Nitro-4-Methoxybenzoic acid,4-METHOXY-3-NITROBENZOIC ACID