Brodie Ratcliff
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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.
Both methods require careful handling of toxic intermediates and high-temperature steps (~250 °C).
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: 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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