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Sigma-Aldrich

2-Methoxy-4-nitrobenzoic acid

98%

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Linear Formula:
CH3OC6H3(NO2)CO2H
CAS Number:
Molecular Weight:
197.14
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

146-148 °C (lit.)

SMILES string

COc1cc(ccc1C(O)=O)[N+]([O-])=O

InChI

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

InChI key

KPJXEWJRJKEOCD-UHFFFAOYSA-N

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This Item
46109139199973120
4-Nitrobenzoic acid 98%

Sigma-Aldrich

461091

4-Nitrobenzoic acid

4-Nitrobenzoyl chloride for HPLC derivatization, LiChropur™, ≥99.0% (GC)

Supelco

73120

4-Nitrobenzoyl chloride

mp

146-148 °C (lit.)

mp

237-240 °C (lit.)

mp

125-130 °C (lit.)

mp

71-74 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

General description

2-Methoxy-4-nitrobenzoic acid is an alkoxybenzoic acid derivative. It has been reported to be synthesized by reacting 2-hydroxy-4-nitrobenzoic acid with methyl iodide and characterized by 1H and 13C-NMR spectra.

Application

2-Methoxy-4-nitrobenzoic acid may be used as a starting material in the following syntheses:
  • 2-Methoxy-4-nitrobenzamide, a nitroamide derivative.
  • 4-Amino-2-methoxybenzamide, an aminobenzamide derivative.
  • N,2-Dimethoxy-N-methyl-4-nitrobenzamide, a Weinreb amide derivative.
  • 1-(2-Methoxy-4-nitrophenyl)-5-methylhex-2-yn-1-one, a ynone derivative.
  • 2,5-Constrained piperidine derivative, a potential CCR3 (Chemokine (C-C Motif) Receptor 3) antagonist.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Leyi Gong et al.
Bioorganic & medicinal chemistry letters, 13(20), 3597-3600 (2003-09-25)
As part of our investigation into the development of potent CCR3 antagonists, a series of piperidine analogues was designed and prepared. Exploration of the piperidine core examined both the basicity and the location of a nitrogen, as well as conformational
Marc J Adler et al.
The Journal of organic chemistry, 76(17), 7040-7047 (2011-07-12)
The design and synthesis of small molecule α-helix mimetics has been a productive field over the past decade. These compounds have performed well in a variety of biological systems as functional disruptors of α-helix-mediated protein-protein interactions. In our studies we

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