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1-Chlorobutane: Properties, Applications, and Safety Profile
1-Chlorobutane is a primary alkyl halide that appears as a clear, colorless liquid with a faintly sweet odor. As a straight-chain, four-carbon compound with a chlorine atom substituted on the terminal carbon, it plays an important role in organic synthesis and industrial chemical manufacturing.
Chemical Properties of 1-Chlorobutane
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Chemical formula: C₄H₉Cl
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Molecular weight: 92.57 g/mol
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Boiling point: 78–79 °C
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Density: 0.886 g/cm³ at 20 °C
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Solubility: Insoluble in water; miscible with organic solvents such as ether and alcohol
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Structure: CH₃(CH₂)₃Cl
As a primary haloalkane, 1-chlorobutane is relatively reactive in nucleophilic substitution reactions, particularly SN2 mechanisms, making it a useful starting material in synthetic chemistry.
Major Applications of 1-Chlorobutane
1. Intermediate in Organic Synthesis
1-Chlorobutane is often used to synthesize other organic compounds, especially where a butyl group is needed. It reacts with nucleophiles to form alcohols, ethers, thiols, amines, and more.
2. Alkylating Agent
In chemical manufacturing, it acts as a butylating agent, transferring a butyl group in reactions involving nucleophiles like phenols, alcohols, or amines. This is useful in producing pharmaceuticals, agrochemicals, and specialty chemicals.
3. Solvent in Industrial Processes
While not a common solvent, 1-chlorobutane is sometimes used in niche non-aqueous processing environments where halogenated solvents are required due to their chemical properties.
4. Laboratory Reagent
In research laboratories, it serves as a model compound for studying halogenated hydrocarbons and is used in teaching nucleophilic substitution reactions and halide chemistry.
Safety and Health Considerations
While 1-chlorobutane is not as toxic as some halogenated organics, it still requires caution:
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Inhalation: Vapors may cause dizziness, headache, and irritation of the respiratory tract.
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Skin Contact: May cause mild irritation upon prolonged exposure.
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Eye Contact: Can cause irritation; safety goggles should be worn during handling.
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Ingestion: Harmful if swallowed; may affect the central nervous system or gastrointestinal tract.
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Flammability: It is flammable and can form explosive mixtures with air at elevated concentrations.
Proper ventilation, use of gloves, and eye protection are essential when working with this compound.
Environmental Impact
1-Chlorobutane is not readily biodegradable and can contribute to volatile organic compound (VOC) emissions. Its volatility means it can enter the atmosphere easily, though it breaks down relatively quickly in air due to reaction with hydroxyl radicals. Spill prevention and proper disposal practices are important to minimize environmental contamination.
Storage and Handling
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Storage: Store in tightly closed containers in a cool, well-ventilated place away from heat, sparks, or open flames.
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Handling: Avoid inhalation and prolonged skin contact. Use appropriate fume hoods or localized ventilation in laboratory and industrial settings.
Conclusion
1-Chlorobutane is a useful chemical reagent with significant applications in synthetic organic chemistry and chemical manufacturing. Its reactivity as a primary alkyl halide makes it valuable in preparing a wide range of compounds. While relatively straightforward to handle, it must be treated with respect due to its flammability, health risks, and environmental considerations.
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