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HomeProduct name list4,5-Dimethoxy-2-nitrobenzoic acid

4,5-Dimethoxy-2-nitrobenzoic acid

  • CAS NO.:4998-07-6
  • Empirical Formula: C9H9NO6
  • Molecular Weight: 227.17
  • MDL number: MFCD00014697
  • EINECS: 225-657-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-21 14:26:51
4,5-Dimethoxy-2-nitrobenzoic acid Structural

What is 4,5-Dimethoxy-2-nitrobenzoic acid?

Chemical properties

Yellow crystalline powder

The Uses of 4,5-Dimethoxy-2-nitrobenzoic acid

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

What are the applications of 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).
4,5-Dimethoxy-2-nitrobenzoic acid

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).

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

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)
CAS DataBase Reference 4998-07-6(CAS DataBase Reference)

Safety information for 4,5-Dimethoxy-2-nitrobenzoic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4,5-Dimethoxy-2-nitrobenzoic acid

InChIKey WWCMFGBGMJAJRX-UHFFFAOYSA-N
SMILES C(O)(=O)C1=CC(OC)=C(OC)C=C1[N+]([O-])=O

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