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121258

Sigma-Aldrich

3,5-Dinitrobenzoic acid

99%

Synonym(s):

DNBA

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About This Item

Linear Formula:
(O2N)2C6H3CO2H
CAS Number:
99-34-3
Molecular Weight:
212.12
Beilstein/REAXYS Number:
1914286
EC Number:
202-751-1
MDL number:
MFCD00007253
UNSPSC Code:
12352100
eCl@ss:
39032062
PubChem Substance ID:
24847456
NACRES:
NA.22

assay

99%

form

solid

mp

204-206 °C (lit.)

solubility

ethanol: soluble 0.5 g/10 mL, clear, yellow to very deep greenish-yellow

SMILES string

OC(=O)c1cc(cc(c1)[N+]([O-])=O)[N+]([O-])=O

InChI

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

InChI key

VYWYYJYRVSBHJQ-UHFFFAOYSA-N

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General description

3,5-Dinitrobenzoic acid forms an adduct with 3,5-dimethylpyridine and the crystal structure of adduct has been studied at room temperature and 80K for both undeuterated and deuterated compounds. It forms 1:1 cocrystal with analgesic drug, ethenzamide and exists in two polymorphic forms.

application

3,5-Dinitrobenzoic acid was used in the derivatization of resins and determination of ampicillin.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

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Analytical Letters, 26, 2397-2397 (1993)
Polymorphs and solvates of a cocrystal involving an analgesic drug, ethenzamide, and 3, 5-dinitrobenzoic acid.
Aitipamula S, et al.
Crystal Growth & Design, 10(5), 2229-2238 (2010)
A J Bourque et al.
Analytical chemistry, 65(21), 2983-2989 (1993-11-01)
The effect of cross-linking, surface area, and porous nature of modified polystyrene-divinylbenzene (STY-DVB) reagents has been investigated. The supports were prepared via two techniques and modified to contain various chemical functionalities. These reagents were used in an on-line reactor for
The quasi-symmetric OHN and ODN bridges in the adducts of 3, 5-dimethylpyridine with 3, 5-dinitrobenzoic acid.
Jerzykiewicz LB, et al.
Journal of Molecular Structure, 440(1), 175-185 (1998)
K G Blass
Clinical biochemistry, 28(2), 107-111 (1995-04-01)
To develop a new quantitative fluorometric assay for creatinine with enhanced specificity and inherent fluorescence sensitivity. Creatinine is reacted with 3,5-dinitrobenzoate under alkaline reaction conditions to produce a fluorophore. Alternatively, 3,5-dinitrobenzoyl chloride or methyl-3,5-dinitrobenzoate may be employed as reagents. Fluorophore
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