1,2-Dinitrobenzene - analytical standard , CAS No.528-29-0

CAS: 528-29-0 Cat. No.: D111112 Molecular Weight: 168.11 Beilstein Registry Number: 642224 EC Number: 208-431-8

GRADE & PURITY Analytical standard

Synonyms

TD1044 | 1,2-Dinitrobenzene | NCGC00164050-02 | O-DINITROBENZENE | Dinitrobenzene, o- | InChI=1/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4 | O-DINITROBENZENE [MI] | o-Dintrobenzene | 1,2-Dinitrobenzene, 97% | 1,2-Dinitrobenzene, analytical standard | FT-

Storage

Room temperature

Shipped In

FedEx DG Service

Overview

1,2-Dinitrobenzene (o-Dinitrobenzene) is one of the nitroaromatic compounds present in urine which has been studied using gas chromatography-mass spectrometry-selected ion monitoring methods. The electrochemistry of 1,2-dinitrobenzene (o-Dinitrobenzene) is strongly affected by 1,3-diphenylurea.
1,2-Dinitrobenzene was used as internal standard for analysis of the explosives, TNT, RDX, and tetryl in sea water by vapor phase chromatography with the nickel-63 electron capture detector.

Specifications

Synonyms

TD1044 | 1, 2-Dinitrobenzene | NCGC00164050-02 | O-DINITROBENZENE | Dinitrobenzene, o- | InChI=1/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4 | O-DINITROBENZENE [MI] | o-Dintrobenzene | 1, 2-Dinitrobenzene, 97% | 1, 2-Dinitrobenzene, analytical standard | FT-

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

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This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: C1=CC=C(C(=C1)[N+](=O)[O-])[N+](=O)[O-]
• IUPAC Name: 1,2-dinitrobenzene
• InChIKey: IZUKQUVSCNEFMJ-UHFFFAOYSA-N
• INCHI: 1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
• Isomeric SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])[N+](=O)[O-]
• WGK Germany: 3
• RTECS: CZ7450000
• UN Number: 3443(solid)1597(solution)
• Packing Group: II
• Molecular Weight: 168.11
• Beilstein: 642224
• Reaxy-Rn: 642224
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=642224&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzenes
• Alternative Parents: Nitroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzene - Nitroaromatic compound - Organic nitro compound - C-nitro compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
• External Descriptors: dinitrobenzene

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°F): 302.0 °F
• Flash Point(°C): 150℃
• Boil Point(°C): 319 °C/773 mmHg
• Melt Point(°C): 118°C
• Molecular Weight: 168.110 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 168.017 Da
• Monoisotopic Mass: 168.017 Da
• Topological Polar Surface Area: 91.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 173.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Shichun Weng, Wenqian Wu, Zichao Guo, Fuqing Meng, Ying Chen, Wanghua Chen.  (2021)  The formation mechanism and thermal decomposition kinetics of 2,4,6-trinitroresorcinol in the dinitrobenzene production.  PROCESS SAFETY AND ENVIRONMENTAL PROTECTION,      [PMID:] [10.1016/j.psep.2021.11.014]

3. Yanan Dou, Lan Guo, Guoliang Li, Xiaoxia Lv, Lian Xia, JinmaoYou.  (2019)  Amino group functionalized metal-organic framework as dispersive solid-phase extraction sorbent to determine nitrobenzene compounds in water samples.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2019.01.035]

4. Sheng-Ming Xie, Nan Fu, Li Li, Bao-Yan Yuan, Jun-Hui Zhang, Yan-Xia Li, Li-Ming Yuan.  (2018)  Homochiral Metal–Organic Cage for Gas Chromatographic Separations.  ANALYTICAL CHEMISTRY,      [PMID:29989398] [10.1021/acs.analchem.8b01670]

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6. Jun-Hui Zhang, Sheng-Ming Xie, Mei Zhang, Min Zi, Pin-Gang He, Li-Ming Yuan.  (2014)  Novel Inorganic Mesoporous Material with Chiral Nematic Structure Derived from Nanocrystalline Cellulose for High-Resolution Gas Chromatographic Separations.  ANALYTICAL CHEMISTRY,      [PMID:25188539] [10.1021/ac502073g]

7. Mei Zhang, Jun-Hui Zhang, Yan Zhang, Bang-Jin Wang, Sheng-Ming Xie, Li-Ming Yuan.  (2013)  Chromatographic study on the high performance separation ability of a homochiral [Cu2(d-Cam)2(4,4′-bpy)]n based-column by using racemates and positional isomers as test probes.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:24373537] [10.1016/j.chroma.2013.12.023]

8. Pin Gong, Shan Yue, Jie Wang, Ke Xu, Wenjuan Yang, Nan Li, Jing Wang, Yanni Zhao, Fuxin Chen, Yuxi Guo.  (2025)  Effect of ultrasound synergistic pH shift modification treatment on Hericium erinaceus protein structure and its application in 3D printing.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39788265] [10.1016/j.ijbiomac.2025.139562]

9. Chunyan Liu, Yanjuan Liu, Yuefei Zhang, Wei Chen, Sheng Tang.  (2024)  Synergistic expression of ZIF-67 and amphiphilic polymer hydrogel in multi-mode liquid chromatographic separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.127827]