Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

391999

Sigma-Aldrich

5-Methoxy-2-nitrobenzoic acid

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3OC6H3(NO2)CO2H
CAS Number:
1882-69-5
Molecular Weight:
197.14
MDL number:
MFCD00151836
UNSPSC Code:
12352100
PubChem Substance ID:
24864416
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

mp

125-130 °C (lit.)

functional group

carboxylic acid
nitro

SMILES string

COc1ccc(c(c1)C(O)=O)[N+]([O-])=O

InChI

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

InChI key

URADKXVAIGMTEG-UHFFFAOYSA-N

General description

5-Methoxy-2-nitrobenzoic acid is a substituted 2-nitrobenzoic acid. It has been reported to be one of the microbial degradation metabolite of cypermethrin, a synthetic pyrethroid pesticide.[1]

Application

5-Methoxy-2-nitrobenzoic acid may be used as starting material in the synthesis of the following:
  • dictyoquinazol A, a neuroprotective compound[2]
  • 5-methoxyantranilic acid by catalytic reduction[3]
  • pyrrolobenzodiazepines[4]
5-Methoxy-2-nitrobenzoic acid may be used in the synthesis of the following N-phenylethyl-2-nitrobenzamides:[5]
  • N-phenylethyl-5-methoxy-2-nitrobenzamide
  • N-(4-methoxyphenylethyl)-5-methoxy-2-nitrobenzamide
  • N-(3,4-dimethoxyphenylethyl)-5-methoxy-2-nitrobenzamide
  • N-(phenethyl)-5-chloro-2-nitrobenzamide
  • N-(3,4-dimethoxyphenethyl)-5-chloro-2-nitrobenzamide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
S37679
10617EE
13113CE
06229PD
08327LC

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Total synthesis of neuroprotective dictyoquinazol A, B, and C.
Oh CH and Song CH.
Synthetic Communications, 37(19), 3311-3317 (2007)
Synthesis of pyrrolobenzodiazepines via the PIFA oxidation of amines. Synthesis of 8-deoxy DC-81.
Kraus GA and Melekhov A.
Tetrahedron, 54(39), 11749-11754 (1998)
A Novel Synthesis of 5, 6-Dihydroindazolo [3,2-a] isoquinolines and Their Relative Compounds via Tin (II) Chloride Dihydrate as Reducing Agent.
Kuo CY and Wu MJ.
J. Chin. Chem. Soc., 52(5), 965-974 (2005)
Yin LB, et al.
Biodegradation of Hazardous and Special Products (Intech), 1-16 (2013)
Derivatives of 6-methoxy-2-mercaptoquinazole-4-one as compounds with potential anti-tubercularactivity.
Murav'eva KM, et al.
Pharmaceutical Chemistry Journal, 1(8), 456-458 (1967)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service