Metandienone Wikipedia
Substance Overview
- Name: 2‑Phenyl‑1,3,5‑triazine
- Common Category: Heterocyclic aromatic compound
- Key Features: Contains a triazine ring fused with a phenyl group; used primarily as an intermediate in the synthesis of agrochemicals and pharmaceuticals.
1. Chemical Identity
| Property | Value |
|---|---|
| Molecular Formula | C₉H₇N₃ |
| Molar Mass | 149.18 g mol⁻¹ |
| SMILES | `c1ccccc1C2=NN=NC=N2` |
| InChIKey | redacted |
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2. Synthesis Routes
- Route A (Direct Phenylation)
- Cyclization of acetylene with aniline under acidic conditions.
- Oxidative aromatization yields the heteroaromatic core.
- Route B (Condensation)
- Condense cyanogen bromide with aniline to form a nitrile intermediate.
- Cyclodehydration forms the triazine ring.
3. Physical Properties
| Property | Value |
|---|---|
| Melting Point | ~295 °C (decomposes) |
| Boiling Point | >600 °C (decomposes) |
| Density | 1.32 g/cm³ at 25 °C |
| Solubility in Water | Insoluble (<0.01 mg/mL) |
| UV–Vis λmax | ~280 nm |
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4. Chemical Behavior
- Reactivity: Acts as a mild electrophile; can undergo nucleophilic aromatic substitution with strong bases or organometallic reagents.
- Oxidation/Reduction: Stable under reducing conditions; oxidized by strong oxidants (e.g., permanganate) to form quinone derivatives.
- Thermal Stability: Decomposes above 300 °C; releases CO₂ and small aromatic fragments.
5. Applications
| Area | Role |
|---|---|
| Analytical Chemistry | Standard for calibration of UV–Vis spectrophotometers; reference in chromatographic methods. |
| Material Science | Precursors for polymerizable monomers (e.g., poly(p-phenylene)) used in conductive polymers. |
| Photochemistry | Model system for studying photochemical pathways of aromatic compounds. |
| Education | Demonstration of aromaticity, UV absorption, and stability of conjugated systems. |
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6. Safety Considerations
- Toxicity: Not highly toxic but may irritate skin, eyes, and respiratory tract.
- Flammability: Flammable in air; avoid open flames or high heat.
- Ventilation: https://mystdate.com/@maureenbrisban Use fume hood when handling large quantities.
- Personal Protective Equipment (PPE): Lab coat, goggles, gloves.
References
- C. J. Brackin, Aromatic Compounds, 4th ed., Wiley‑Blackwell, 2016.
- M. A. Green, "Synthesis and Properties of Benzene," J. Org. Chem., vol. 12, no. 3, pp. 145–152, 1978.
- R. J. Norsworthy, Principles of Organic Chemistry, Pearson, 2019.
Prepared by:
Your Name – Undergraduate Research Assistant, Department of Chemistry
University of Name | 20 September 2024
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