Cas no 147285-80-1 (4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine)
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine Chemical and Physical Properties
Names and Identifiers
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- 4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine
- 4-fluoro-6-methyl-3-nitro-benzene-1,2-diamine
- 147285-80-1
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- Inchi: 1S/C7H8FN3O2/c1-3-2-4(8)7(11(12)13)6(10)5(3)9/h2H,9-10H2,1H3
- InChI Key: UXSSXDQPOKWZQQ-UHFFFAOYSA-N
- SMILES: FC1=CC(C)=C(C(=C1[N+](=O)[O-])N)N
Computed Properties
- Exact Mass: 185.06005467g/mol
- Monoisotopic Mass: 185.06005467g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 13
- Rotatable Bond Count: 1
- Complexity: 208
- 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: 1.4
- Topological Polar Surface Area: 97.9?2
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A019086744-1g |
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine |
147285-80-1 | 95% | 1g |
516.66 USD | 2021-06-17 | |
| Crysdot LLC | CD12140573-1g |
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine |
147285-80-1 | 95+% | 1g |
$581 | 2024-07-23 |
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine Related Literature
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Guang Xu,Wei Zhang,Ying Zhang,Xiaoxia Zhao,Ping Wen,Di Ma RSC Adv., 2018,8, 19353-19361
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Jason Wan Lab Chip, 2020,20, 4528-4538
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Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
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Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026
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Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
Additional information on 4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine
4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine: A Comprehensive Overview
The compound with CAS No. 147285-80-1, commonly referred to as 4-Fluoro-6-methyl-3-nitrobenzene-1,2-diamine, is a highly specialized aromatic diamine derivative. This compound has garnered significant attention in the scientific community due to its unique chemical properties and potential applications in various fields, including materials science and pharmaceutical research. The benzene ring at the core of this molecule serves as a versatile platform for functionalization, with substituents at positions 1, 2, 3, 4, and 6 contributing to its distinctive reactivity and stability.
Recent studies have highlighted the importance of 4-fluoro substitution in modulating the electronic properties of the benzene ring. Fluorine's electronegativity introduces a strong electron-withdrawing effect, which can significantly influence the reactivity of the adjacent amino groups. This effect has been leveraged in the synthesis of advanced materials, such as high-performance polymers and coordination complexes. The 6-methyl group, on the other hand, provides steric bulk, which can hinder certain reaction pathways while facilitating others. This balance between electronic and steric effects makes 4-fluoro-6-methyl-3-nitrobenzene-1,2-diamine a valuable building block in organic synthesis.
The 3-nitro group is another critical feature of this compound. Nitro groups are well-known for their strong electron-withdrawing nature, which can enhance the electrophilic character of the benzene ring. This property has been exploited in various electrophilic substitution reactions, such as nitration and sulfonation. Recent research has also explored the use of this compound as a precursor for synthesizing nitroaromatic compounds with potential applications in explosives and propellants. However, due to its high reactivity, careful handling and controlled reaction conditions are essential to ensure safety and efficiency.
From a synthetic perspective, 4-fluoro-6-methyl-3-nitrobenzene-1,2-diamine can be prepared through a variety of routes. One common method involves the sequential introduction of substituents onto a benzene ring using directed metallation or Friedel-Crafts alkylation techniques. The presence of multiple functional groups necessitates precise control over reaction conditions to avoid unwanted side reactions. For instance, the introduction of amino groups requires careful management of pH and temperature to prevent over-reduction or deactivation of reactive intermediates.
Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of this compound. Density functional theory (DFT) calculations have revealed that the nitro group significantly alters the HOMO-LUMO gap of the molecule, making it more susceptible to redox reactions. This finding has important implications for its use in electrochemical applications, such as dye-sensitized solar cells and organic light-emitting diodes (OLEDs). Additionally, molecular dynamics simulations have shed light on the steric interactions between substituents, which are crucial for understanding its behavior in crowded environments like biological systems.
In terms of applications, 4-fluoro-6-methyl-3-nitrobenzene-1,2-diamine has shown promise in drug discovery efforts targeting various diseases. Its ability to act as a scaffold for bioisosteric replacements has made it a valuable tool in medicinal chemistry. For example, researchers have explored its potential as an inhibitor of kinases involved in cancer progression. The compound's unique combination of electron-withdrawing and steric groups allows for fine-tuning of pharmacokinetic properties such as solubility and bioavailability.
Environmental considerations are also an important aspect when evaluating this compound's utility. Recent studies have examined its biodegradation pathways under aerobic and anaerobic conditions. Results indicate that while it is relatively stable under ambient conditions, it can undergo microbial degradation under specific environmental stressors such as UV light or high temperatures. These findings underscore the importance of responsible disposal practices to minimize ecological impact.
In conclusion, 4-fluoro-6-methyl-3-nitrobenzene-1,2-diamine (CAS No. 147285-80-1) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical structure endows it with remarkable reactivity and versatility, making it an invaluable tool for researchers in materials science and pharmaceutical development. As ongoing research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly significant role in advancing modern chemistry.
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