Cas no 62559-42-6 (4-ethyl-1-methyl-2-nitrobenzene)

4-Ethyl-1-methyl-2-nitrobenzene is a nitro-substituted aromatic compound with the molecular formula C?H??NO?. It features an ethyl group at the 4-position and a methyl group at the 1-position relative to the nitro functional group on the benzene ring. This structural arrangement imparts specific reactivity, making it useful as an intermediate in organic synthesis, particularly in the production of dyes, pharmaceuticals, and agrochemicals. Its nitro group offers opportunities for further functionalization, such as reduction to amines or participation in nucleophilic aromatic substitution reactions. The compound is typically a stable, crystalline solid under standard conditions, with well-defined melting and boiling points suitable for controlled synthetic applications. Proper handling is advised due to potential irritant properties.
4-ethyl-1-methyl-2-nitrobenzene structure
62559-42-6 structure
Product Name:4-ethyl-1-methyl-2-nitrobenzene
CAS No:62559-42-6
MF:C9H11NO2
MW:165.189142465591
CID:440158
PubChem ID:12336087
Update Time:2025-10-28

4-ethyl-1-methyl-2-nitrobenzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 4-ethyl-1-methyl-2-nitro-
    • 4-ethyl-1-methyl-2-nitrobenzene
    • SCHEMBL8295810
    • EN300-190757
    • 62559-42-6
    • DTXSID90491342
    • Inchi: 1S/C9H11NO2/c1-3-8-5-4-7(2)9(6-8)10(11)12/h4-6H,3H2,1-2H3
    • InChI Key: OYEVYFDODMGKAN-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=C(C=CC=1C)CC)=O

Computed Properties

  • Exact Mass: 165.07903
  • Monoisotopic Mass: 165.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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
  • XLogP3: 2.9
  • Topological Polar Surface Area: 45.8?2

Experimental Properties

  • PSA: 43.14

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Additional information on 4-ethyl-1-methyl-2-nitrobenzene

4-Ethyl-1-Methyl-2-Nitrobenzene: A Comprehensive Overview

The compound 4-Ethyl-1-Methyl-2-Nitrobenzene, identified by the CAS number 62559-42-6, is a significant aromatic compound with a unique structure and diverse applications. This compound belongs to the class of nitrobenzenes, which are widely studied in organic chemistry due to their reactivity and versatility in various chemical reactions. The molecule consists of a benzene ring substituted with an ethyl group at position 4, a methyl group at position 1, and a nitro group at position 2. These substituents influence the compound's physical and chemical properties, making it a valuable material in both academic research and industrial applications.

Recent studies have highlighted the importance of 4-Ethyl-1-Methyl-2-Nitrobenzene in the field of materials science, particularly in the synthesis of advanced materials such as polymers and nanoparticles. The nitro group, being an electron-withdrawing substituent, enhances the reactivity of the benzene ring, making it an ideal precursor for various substitution reactions. For instance, researchers have utilized this compound to synthesize novel aromatic polymers with improved thermal stability and mechanical properties. These polymers find applications in high-performance composites and electronic devices.

In addition to its role in polymer chemistry, 4-Ethyl-1-Methyl-2-Nitrobenzene has also been explored in the context of drug discovery. The compound serves as a building block for synthesizing bioactive molecules with potential therapeutic applications. For example, derivatives of this compound have been investigated for their anti-inflammatory and antioxidant properties. Recent findings suggest that certain analogs exhibit promising activity against inflammatory diseases, paving the way for further research in medicinal chemistry.

The synthesis of 4-Ethyl-1-Methyl-2-Nitrobenzene typically involves multi-step processes that require precise control over reaction conditions. One common approach involves the nitration of an appropriately substituted benzene derivative using mixed acid (a mixture of concentrated nitric acid and sulfuric acid). The directing effects of the substituents play a crucial role in determining the position of nitration. In this case, the methyl group at position 1 acts as an activating group, directing the incoming nitro group to position 2. The ethyl group at position 4 further stabilizes the intermediate through resonance effects, ensuring high yield and purity of the final product.

The physical properties of 4-Ethyl-1-Methyl-2-Nitrobenzene are well-documented, with a melting point of approximately 85°C and a boiling point around 300°C under standard conditions. The compound is sparingly soluble in water but exhibits good solubility in organic solvents such as dichloromethane and diethyl ether. These properties make it suitable for use in various organic synthesis protocols that require precise control over solubility and reactivity.

In terms of environmental impact, recent studies have focused on the biodegradation and toxicity of 4-Ethyl-1-Methyl-2-Nitrobenzene. Research indicates that under aerobic conditions, the compound undergoes microbial degradation through enzymatic pathways, reducing its persistence in aquatic environments. However, its potential toxicity to aquatic organisms remains a concern, necessitating further investigation into its environmental fate and risk assessment.

The demand for 4-Ethyl-1-Methyl-2-Nitrobenzene has grown significantly due to its versatility across multiple industries. Its application in pharmaceuticals, agrochemicals, and specialty chemicals continues to drive innovation in synthetic methodologies and process optimization. As researchers delve deeper into its properties and potential uses, this compound is poised to play an even more critical role in advancing modern chemistry.

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