Cas no 6311-51-9 (1-iodo-2,5-dimethyl-4-nitrobenzene)

1-Iodo-2,5-dimethyl-4-nitrobenzene is a halogenated aromatic compound featuring an iodine substituent at the 1-position, methyl groups at the 2- and 5-positions, and a nitro group at the 4-position. This structure imparts reactivity suitable for cross-coupling reactions, such as Suzuki or Sonogashira couplings, due to the iodine's favorable leaving-group properties. The electron-withdrawing nitro group enhances electrophilic substitution selectivity, while the methyl groups contribute to steric stabilization. The compound is commonly employed as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its well-defined reactivity and stability under controlled conditions make it a practical choice for constructing complex aromatic frameworks. Proper handling is advised due to potential sensitivity to light and heat.
1-iodo-2,5-dimethyl-4-nitrobenzene structure
6311-51-9 structure
Product Name:1-iodo-2,5-dimethyl-4-nitrobenzene
CAS No:6311-51-9
MF:C8H8INO2
MW:277.059094429016
CID:527064
Update Time:2026-04-29

1-iodo-2,5-dimethyl-4-nitrobenzene Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-iodo-2,5-dimethyl-4-nitro-
    • 1-iodo-2,5-dimethyl-4-nitrobenzene
    • 1-iodo-2,5-dimethyl-4-nitro-benzene
    • 1-Jod-2,5-dimethyl-4-nitro-benzol
    • benzene,1-iodo-2,5-dimethyl-4-nitro

Computed Properties

  • Exact Mass: 276.96000

Experimental Properties

  • PSA: 45.82000
  • LogP: 3.33940

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Additional information on 1-iodo-2,5-dimethyl-4-nitrobenzene

Benzene, 1-Iodo-2,5-Dimethyl-4-Nitro-

Benzene, 1-iodo-2,5-dimethyl-4-nitro- (CAS No. 6311-51-9) is a highly specialized organic compound with a unique structure and versatile applications in various fields of chemistry. This compound is characterized by its benzene ring with substituents at positions 1, 2, 4, and 5. The substituents include an iodine atom at position 1, methyl groups at positions 2 and 5, and a nitro group at position 4. The combination of these functional groups imparts distinctive chemical properties to the molecule.

The benzene ring serves as the central framework of this compound, providing stability through aromaticity. The iodine atom at position 1 contributes to the compound's reactivity due to its high electronegativity and potential for nucleophilic substitution reactions. The methyl groups at positions 2 and 5 act as electron-donating groups, which can influence the electronic environment of the benzene ring and enhance certain chemical reactions. The nitro group at position 4 is a strong electron-withdrawing group, which can deactivate the benzene ring towards electrophilic substitution but can also activate it under specific conditions.

Recent studies have highlighted the importance of Benzene, 1-iodo-2,5-dimethyl-4-nitro- in various chemical transformations. For instance, researchers have explored its role in the synthesis of heterocyclic compounds, where the iodine atom serves as a leaving group in nucleophilic aromatic substitution reactions. This has led to the development of novel methodologies for constructing complex molecular architectures with high precision.

In addition to its synthetic applications, this compound has found utility in materials science. The presence of both electron-donating and electron-withdrawing groups makes it an ideal candidate for studying charge transfer mechanisms in organic semiconductors. Recent advancements in this area have demonstrated its potential as a component in organic light-emitting diodes (OLEDs) and photovoltaic devices.

The synthesis of Benzene, 1-iodo-2,5-dimethyl-4-nitro- typically involves multi-step processes that require careful control of reaction conditions. One common approach involves the nitration of a methyl-substituted benzene derivative followed by iodination at the appropriate position. The use of directing groups plays a crucial role in ensuring regioselectivity during these transformations.

From an environmental perspective, understanding the degradation pathways of this compound is essential for assessing its potential impact on ecosystems. Recent research has focused on microbial degradation mechanisms, revealing that certain bacteria can metabolize this compound under specific conditions. This knowledge is valuable for developing bioremediation strategies to address contamination incidents involving this compound.

In conclusion, Benzene, 1-iodo-2,5-dimethyl-4-nitro- (CAS No. 6311-51-9) is a fascinating compound with a wide range of applications across different disciplines. Its unique structure and functional groups make it a valuable tool in organic synthesis and materials science. As research continues to uncover new insights into its properties and potential uses, this compound is likely to play an increasingly important role in both academic and industrial settings.

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