Cas no 22532-80-5 (Benzene,1,2-dichloro-4-(4-nitrophenoxy)-)

Benzene,1,2-dichloro-4-(4-nitrophenoxy)- is a chlorinated aromatic compound featuring both nitro and phenoxy functional groups. Its molecular structure, combining electron-withdrawing (nitro and chloro) and electron-donating (phenoxy) substituents, makes it a versatile intermediate in organic synthesis, particularly for constructing complex aromatic systems. The compound's reactivity is advantageous in electrophilic substitution and nucleophilic displacement reactions, enabling applications in pharmaceuticals, agrochemicals, and specialty chemicals. Its stability under standard conditions ensures ease of handling and storage. The presence of multiple functional groups also allows for further derivatization, enhancing its utility in fine chemical manufacturing. Proper safety protocols are recommended due to its potential toxicity and environmental impact.
Benzene,1,2-dichloro-4-(4-nitrophenoxy)- structure
22532-80-5 structure
Product Name:Benzene,1,2-dichloro-4-(4-nitrophenoxy)-
CAS No:22532-80-5
MF:C12H7Cl2NO3
MW:284.094881296158
CID:270563
PubChem ID:168048
Update Time:2025-05-23

Benzene,1,2-dichloro-4-(4-nitrophenoxy)- Chemical and Physical Properties

Names and Identifiers

    • Benzene,1,2-dichloro-4-(4-nitrophenoxy)-
    • 1,2-dichloro-4-(4-nitrophenoxy)benzene
    • 3,4-dichlorophenyl 4-nitrophenyl ether
    • 3,4-Dichlorophenyl-4-nitrophenyl ether
    • 4-(3,4-dichloro-phenoxy)nitrobenzene
    • CHEMBL137481
    • 1, 2-dichloro-4-(4-nitrophenoxy)benzene
    • Oprea1_206818
    • 3,4-Dichlorophenyl 4'-nitrophenyl ether
    • AKOS005443906
    • DTXSID00177049
    • 22532-80-5
    • Benzene, 1,2-dichloro-4-(4-nitrophenoxy)-
    • TYCSUDQYQORVGV-UHFFFAOYSA-N
    • Diphenyl ether, 3,4-dichloro, 4'-nitro
    • SCHEMBL5406989
    • Inchi: 1S/C12H7Cl2NO3/c13-11-6-5-10(7-12(11)14)18-9-3-1-8(2-4-9)15(16)17/h1-7H
    • InChI Key: TYCSUDQYQORVGV-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=CC(=C1)OC1C=CC(=CC=1)[N+](=O)[O-])Cl

Computed Properties

  • Exact Mass: 547.95000
  • Monoisotopic Mass: 282.98
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 290
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 55?2
  • XLogP3: 4.6

Experimental Properties

  • Density: 1.451
  • Boiling Point: 380°Cat760mmHg
  • Flash Point: 183.6°C
  • Refractive Index: 1.623
  • PSA: 100.87000
  • LogP: 10.28930

Benzene,1,2-dichloro-4-(4-nitrophenoxy)- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
BAI LING WEI Technology Co., Ltd.
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22532-80-5 1000 μg/mL in Isooctane
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Additional information on Benzene,1,2-dichloro-4-(4-nitrophenoxy)-

Chemical Profile of Benzene,1,2-dichloro-4-(4-nitrophenoxy)- (CAS No: 22532-80-5)

Benzene,1,2-dichloro-4-(4-nitrophenoxy)-, identified by its Chemical Abstracts Service (CAS) number 22532-80-5, is a significant compound in the realm of organic chemistry and pharmaceutical research. This molecule, featuring a dichlorobenzene core substituted with a nitrophenoxyl group, exhibits unique structural and functional properties that make it a subject of considerable interest in synthetic chemistry and drug development.

The structural framework of Benzene,1,2-dichloro-4-(4-nitrophenoxy)- consists of a benzene ring substituted at the 1 and 2 positions with chlorine atoms, and at the 4 position with a phenoxy group that is further functionalized with a nitro group. This arrangement imparts distinct electronic and steric properties to the molecule, influencing its reactivity and potential applications. The presence of both electron-withdrawing (nitro) and electron-donating (chlorine) groups creates a complex interplay of effects that can be exploited in various chemical transformations.

In recent years, researchers have been exploring the synthetic utility of Benzene,1,2-dichloro-4-(4-nitrophenoxy)- as a precursor in the development of novel pharmaceutical agents. The nitrophenoxyl moiety, in particular, has been investigated for its potential role in modulating biological pathways. For instance, derivatives of this compound have shown promise in preclinical studies as intermediates for drugs targeting neurological disorders. The dichlorobenzene moiety enhances the molecule's lipophilicity, facilitating its absorption and distribution within biological systems.

The compound's reactivity also makes it a valuable tool in medicinal chemistry. The nitro group can be reduced to an amine under specific conditions, allowing for further functionalization. This transformation opens up avenues for creating more complex molecules with tailored biological activities. Additionally, the chlorine atoms can participate in nucleophilic aromatic substitution reactions, enabling the introduction of diverse substituents at strategic positions on the benzene ring.

Recent advancements in computational chemistry have further illuminated the potential of Benzene,1,2-dichloro-4-(4-nitrophenoxy)-. Molecular modeling studies suggest that this compound can interact with specific biological targets through both hydrophobic and hydrogen bonding interactions. These insights have guided the design of more potent and selective derivatives for therapeutic applications. For example, modifications to the nitrophenoxyl group have been shown to enhance binding affinity to certain enzymes involved in inflammatory responses.

The pharmaceutical industry has taken note of these findings, leading to increased interest in licensing or developing drugs based on analogs of Benzene,1,2-dichloro-4-(4-nitrophenoxy)-. Several companies are currently engaged in clinical trials evaluating the efficacy and safety of compounds derived from this scaffold. Early results are promising, indicating that these molecules may offer novel therapeutic strategies for conditions such as pain management and neurodegenerative diseases.

Beyond pharmaceutical applications, Benzene,1,2-dichloro-4-(4-nitrophenoxy)- has found utility in materials science. Its unique electronic properties make it suitable for use as an intermediate in the synthesis of organic semiconductors and conductive polymers. These materials are being explored for applications in flexible electronics and energy storage devices due to their ability to transport charge efficiently.

The synthesis of Benzene,1,2-dichloro-4-(4-nitrophenoxy)- itself is an intriguing challenge that has driven innovation in synthetic methodologies. Researchers have developed efficient multi-step routes to this compound using palladium-catalyzed cross-coupling reactions and other advanced techniques. These methods not only improve yield but also minimize waste generation, aligning with growing environmental concerns in chemical manufacturing.

In conclusion,Benzene, 1, 2-dichloro-4-(4-nitrophenoxy) (CAS No: 22532/80/5) represents a versatile compound with broad applications across multiple scientific disciplines. Its unique structure and reactivity continue to inspire new research directions in pharmaceuticals and materials science. As our understanding of its properties deepens,Benzene, 1, 2-dichloro-4-(4-nitrophenoxy) is poised to play an increasingly important role in addressing some of today's most pressing scientific challenges.

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