Skip to Content
Merck
CN

D194255

1,3-Dinitrobenzene

97% anhydrous basis

Synonym(s):

1,3-Dinitrobenzene, DNB, Meta-dinitrobenzene, m-Dinitrobenzene

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
C6H4(NO2)2
CAS Number:
99-65-0
Molecular Weight:
168.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893577
EC Number:
202-776-8
Beilstein/REAXYS Number:
1105654
MDL number:
MFCD00007222

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

1,3-Dinitrobenzene, 97% anhydrous basis

InChI key

WDCYWAQPCXBPJA-UHFFFAOYSA-N

InChI

1S/C6H4N2O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H

SMILES string

[O-][N+](=O)c1cccc(c1)[N+]([O-])=O

assay

97% anhydrous basis

form

solid

impurities

≤10.0% H2O

bp

297 °C (lit.)

mp

84-86 °C (lit.)

density

1.368 g/mL at 25 °C (lit.)

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

1,3-Dinitrobenzene can be used as a reactant to synthesize:      
  • 2′,6′- dinitrobiphenyl-4-ol and 1-nitrodibenzofuran via copper-catalyzed regioselective cross-coupling reaction with 4-iodophenol and 2-iodophenol respectively.      
  • 1H-indazole derivatives by reacting with various N-tosylhydrazones in the presence of a base catalyst.      
  • 3-(1H-Tetrazol-1-yl)benzenamine by reacting with triethyl orthoformate and NaN3 in the presence of a three-functional redox catalytic system.

General description

1,3-Dinitrobenzene can undergo reductive degradation by alkaline ascorbic acid to produce 1,3-phenylenediamine.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCZ9404
MKCX8641
MKCV5256
MKCR2743
MKCN0773

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

Copper-Mediated Vicarious Substitution of 1, 3-Dinitrobenzene with lodophenols or lodomethyl Phenyl Sulfoxide/Sulfone
Haglund O, et al.
Synthesis, 1990(10), 942-944 (1990)
Oxidation/MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co (III)-porphyrin/Ni (II) complex
Mahmoudi B, et al.
Molecular Catalysis, 499, 111311-111311 (2021)
Zhenxing Liu et al.
Chemical communications (Cambridge, England), 50(39), 5061-5063 (2014-04-10)
A new method for the synthesis of 1H-indazoles from readily available N-tosylhydrazones and nitroaromatic compounds has been developed. This transformation occurs under transition-metal-free conditions and shows a wide substrate scope. The method has been successfully applied to the formal synthesis
1, 3-Dinitrobenzene reductive degradation by alkaline ascorbic acid--Reaction mechanisms, degradation pathways and reagent optimization
Ciou C,et al.
Chemosphere, 166, 482-488 (2017)
Chenyu Lin et al.
BMC chemistry, 14(1), 66-66 (2020-12-10)
For analysis of weak π-π complexes proton-nuclear magnetic resonance (proton-NMR) simultaneously provides information of stacking configurations and association constants [Formula: see text] However, an apparent issue for this approach is inconsistent/impossible constant estimation which often leads to unreasonable interpretation for
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