Cas no 22162-19-2 ((4-Nitro-1,2-phenylene)dimethanol)

(4-Nitro-1,2-phenylene)dimethanol is a nitro-substituted aromatic diol derivative, characterized by the presence of two hydroxymethyl groups and a nitro group on a benzene ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty polymers. Its nitro and diol functionalities offer versatile reactivity, enabling selective modifications such as reductions, esterifications, or etherifications. The compound’s rigid aromatic backbone contributes to stability, while the polar groups enhance solubility in common organic solvents, facilitating further chemical transformations. Its well-defined structure makes it a valuable building block for constructing complex molecular architectures in research and industrial applications.
(4-Nitro-1,2-phenylene)dimethanol structure
22162-19-2 structure
Product Name:(4-Nitro-1,2-phenylene)dimethanol
CAS No:22162-19-2
MF:C8H9NO4
MW:183.161362409592
MDL:MFCD12196504
CID:835743
Update Time:2026-04-29

(4-Nitro-1,2-phenylene)dimethanol Chemical and Physical Properties

Names and Identifiers

    • (4-Nitro-1,2-phenylene)dimethanol
    • [2-(hydroxymethyl)-4-nitrophenyl]methanol
    • 4-nitro-1,2-Benzenedimethanol
    • MDL: MFCD12196504
    • Inchi: InChI=1S/C8H9NO4/c10-4-6-1-2-8(9(12)13)3-7(6)5-11/h1-3,10-11H,4-5H2
    • InChI Key: BVWREOCJVMLGTJ-UHFFFAOYSA-N
    • SMILES: C1=C(CO)C(=CC(=C1)[N+](=O)[O-])CO

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3

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Additional information on (4-Nitro-1,2-phenylene)dimethanol

Introduction to (4-Nitro-1,2-phenylene)dimethanol (CAS No. 22162-19-2)

Chemical Overview: (4-Nitro-1,2-phenylene)dimethanol, also known by its CAS registry number 22162-19-2, is a versatile organic compound with a unique structure that combines a nitro group and hydroxymethyl functionalities. This compound is widely recognized in the chemical and pharmaceutical industries due to its potential applications in drug design, material science, and advanced chemical synthesis. The molecule consists of a benzene ring substituted with a nitro group at the para position and two hydroxymethyl groups at the ortho positions, making it a valuable building block for various chemical transformations.

Structural Features: The structure of (4-Nitro-1,2-phenylene)dimethanol is characterized by its aromatic benzene ring with three substituents: a nitro group (-NO?) at position 4 and two hydroxymethyl (-CH?OH) groups at positions 1 and 2. This arrangement imparts unique electronic properties to the molecule, enabling it to participate in diverse chemical reactions. The nitro group introduces electron-withdrawing effects, while the hydroxymethyl groups provide hydrophilic properties, making this compound suitable for applications in both polar and non-polar environments.

Synthesis and Production: The synthesis of (4-Nitro-1,2-phenylene)dimethanol typically involves multi-step processes that combine nitration of aromatic compounds with subsequent hydroxylation or reduction steps. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, reducing production costs and minimizing environmental impact. Researchers have also explored green chemistry approaches, such as using biocatalysts or solvent-free conditions, to synthesize this compound in a more sustainable manner.

Physical and Chemical Properties: (4-Nitro-1,2-phenylene)dimethanol exhibits distinct physical properties due to its functional groups. It is a crystalline solid with a melting point of approximately 150°C and is soluble in common organic solvents like ethanol and methanol. Its chemical reactivity is influenced by the electron-withdrawing nitro group, which activates the benzene ring towards electrophilic substitution reactions. The hydroxymethyl groups further enhance its reactivity by providing nucleophilic sites for various chemical transformations.

Applications in Pharmaceutical Chemistry: One of the most promising applications of (4-Nitro-1,2-phenylene)dimethanol lies in pharmaceutical chemistry. Its structure serves as a scaffold for designing bioactive molecules with potential therapeutic effects. Recent studies have explored its use as an intermediate in the synthesis of anti-inflammatory agents, antioxidants, and anticancer drugs. The compound's ability to form hydrogen bonds makes it an ideal candidate for drug delivery systems, where it can act as a carrier or stabilizer for active pharmaceutical ingredients.

Role in Material Science: In material science, (4-Nitro-1,2-phenylene)dimethanol has been utilized as a precursor for synthesizing advanced materials such as polymers and nanoparticles. Its functional groups enable it to undergo polymerization reactions under controlled conditions, leading to materials with tailored mechanical and thermal properties. Researchers have also investigated its potential as a building block for creating stimuli-responsive materials that can change their properties in response to external stimuli like temperature or pH changes.

Environmental Considerations: As industries increasingly prioritize sustainability, understanding the environmental impact of (4-Nitro-1,2-phenylene)dimethanol has become crucial. Studies have shown that this compound can degrade under specific environmental conditions, reducing its persistence in ecosystems. However, further research is needed to assess its long-term effects on aquatic life and soil health. Eco-friendly synthesis methods and waste management strategies are being developed to minimize the ecological footprint associated with its production and use.

Future Research Directions: Ongoing research on (4-Nitro-1,2-phenylene)dimethanol focuses on expanding its application scope while improving its synthesis methods. Scientists are exploring novel reaction pathways that can enhance yield and selectivity during production. Additionally, there is growing interest in leveraging computational chemistry tools to predict the compound's behavior in different chemical environments, aiding in the design of more efficient synthetic routes.

In conclusion, (4-Nitro-1,2-phenylene)dimethanol (CAS No. 22162-19-2) stands out as a valuable compound with diverse applications across multiple disciplines. Its unique structure provides opportunities for innovative research and development across pharmaceuticals, materials science

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