Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

137952

Sigma-Aldrich

2,4-Dinitrobenzoic acid

96%

Synonym(s):

1-Carboxy-2,4-dinitrobenzene

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

About This Item

Linear Formula:
(O2N)2C6H3CO2H
CAS Number:
610-30-0
Molecular Weight:
212.12
Beilstein:
658650
EC Number:
210-219-5
MDL number:
MFCD00017006
UNSPSC Code:
12352100
PubChem Substance ID:
24848224
NACRES:
NA.22

Quality Level

100

Assay

96%

form

solid

mp

176-180 °C (lit.)

SMILES string

OC(=O)c1ccc(cc1[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C7H4N2O6/c10-7(11)5-2-1-4(8(12)13)3-6(5)9(14)15/h1-3H,(H,10,11)

InChI key

ZIIGSRYPZWDGBT-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

2,4-Dinitrobenzoic acid can be used as a reactant:
  • In decarboxylative C-N cross-coupling reactions.
  • To synthesize Zwitterionic azaspirocyclic hydantoins by reacting with various carbodiimides via in situ intramolecular dearomatization reaction.
  • To prepare 1-(2,4-dinitrophenyl)ethanone by condensation with dimethyl malonate and subsequent decarboxylation reaction.

It can also be used in the spectrophotometric determination of diazepam in pure samples and in its pharmaceutical preparations. In capillary zone electrophoresis, it can be employed as chromophore probe for the analysis of perfluorinated carboxylic acids in water.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

W F El-Hawary et al.
International journal of biomedical science : IJBS, 3(1), 50-55 (2007-03-01)
The interaction of diazepam with picric acid (I), 3,5-dinitrobenzoic acid (II) and 2,4-dinitrobenzoic acid (III) was found to be useful for its spectrophotometric determination. The quantitation was carried out at 475, 500, and 500 nm for the reaction with (I)
Zwitterionic Azaspirocyclic Hydantoins
S Culf A, et al.
Letters in Organic Chemistry, 13(8), 566-571 (2016)
Photolysis of dinitrobenzyl alcohols, dinitrobenzaldehydes, and nitrobenzoic acids in seawater, estuary water, and pure water.
Prak DJL, et al.
Marine Chemistry, 145-147, 29-36 (2012)
CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acids with amides and anilines
Sheng W-J, et al.
Tetrahedron Letters, 56(4), 599-601 (2015)
Spectrophotometric determination of diazepam in pure form, tablets and ampoules
El-Hawary WF, et al.
International Journal of Biomedical Science : IJBS, 3(1), 50-50 (2007)
View All Related Papers

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