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D194255

Sigma-Aldrich

1,3-Dinitrobenzene

97% anhydrous basis

Sinônimo(s):

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

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About This Item

Fórmula linear:
C6H4(NO2)2
Número CAS:
99-65-0
Peso molecular:
168.11
Beilstein:
1105654
Número CE:
202-776-8
Número MDL:
MFCD00007222
Código UNSPSC:
12352100
ID de substância PubChem:
24893577
NACRES:
NA.22

Nível de qualidade

100

Ensaio

97% anhydrous basis

Formulário

solid

Impurezas

≤10.0% H2O

p.e.

297 °C (lit.)

pf

84-86 °C (lit.)

densidade

1.368 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

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

InChI

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

chave InChI

WDCYWAQPCXBPJA-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Palavra indicadora

Danger

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

302.0 °F - closed cup

Ponto de fulgor (°C)

150 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
MKCN0773
MKCM4488
MKCL8178
MKCH5604
MKCH2920

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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
Nidhi Goyal et al.
Pharmacological reports : PR, 67(3), 616-623 (2015-05-03)
Ulcerative colitis is a chronic inflammatory condition in which the inflammatory response confined to the colon. There is a need to explore the new targets for UC such as Farnesoid X receptor and hydrogen sulfide pathway. Wistar rats of either
K Sharma et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(5), 1063-1070 (2011-06-07)
1,3-Dinitrobenzene formed colored 1:1 complexes with aliphatic amines (chromogenic agents) like isopropylamine,ethylenediamine, tetraethylenepentamine and bis(3-aminopropyl)amine in DMSO having absorption maxima at 563 nm, 584 nm, 580.5 nm and 555 nm respectively. The complexes were stable for more than 24 h.
Ishaat M Khan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 73(5), 966-971 (2009-06-12)
The complexation of electron donor-acceptor complexes of 8-hydroxyquinoline (8HQ) and metadinitrobenzene (MNB) have been studied spectrophotometrically and thermodynamically in different polar solvent at room temperature. A new absorption band due to charge transfer (CT) transition is observed in the visible
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Global Trade Item Number

SKUGTIN
D194255-25G4061835150243
D194255-100G4061833561126
D194255-5G

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