| Customization: | Available |
|---|---|
| CAS No.: | 2937-50-0 |
| Formula: | C4h5clo2 |
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Basic Information
Product Name: Allyl Chloroformate
CAS Number: 2937-50-0
Chemical Formula: C4H5ClO2
Molecular Weight: 120.53 g/mol
Allyl chloroformate is a colorless liquid with a pungent odor. It is a highly reactive organic compound widely used in synthetic chemistry, though its handling requires strict safety precautions due to significant hazards.
Physical and Chemical Properties
Appearance: Colorless liquid with a sharp, irritating smell.
Density: 1.14 g/mL at 20°C
Boiling Point: ~27°C at 11 mmHg (decomposes at higher temperatures)
Refractive Index: n20_D 1.431
Solubility: Insoluble in water; soluble in organic solvents such as diethyl ether, benzene, and chloroform.
Stability: Relatively stable at room temperature but decomposes upon exposure to light, heat, or bases. Reacts violently with water, releasing toxic hydrogen chloride (HCl) gas.
Hazards
Health Risks
Corrosive: Causes severe skin, eye, and respiratory tract irritation/corrosion, leading to burns, permanent eye damage, or lung injury.
Toxic Vapors: Vapors may cause nausea, vomiting, or systemic poisoning when inhaled.
Allergenic Potential: Repeated exposure may trigger skin sensitization.
Environmental and Safety Risks
Reactivity:
Releases toxic HCl and phosgene (COCl2) when heated or burned.
Explosive reactions may occur with strong bases, oxidizing agents, or nucleophiles (e.g., amines, alcohols).
Fire/Explosion Hazard: Combustible; vapor-air mixtures may form explosive concentrations.
Applications in Organic Synthesis
Allyl chloroformate serves as a versatile reagent for introducing allyl carbamate (NHCO2CH2CH=CH2) or allyl carbonate (ROCO2CH2CH=CH2) groups in organic compounds. Key uses include:
Protecting Group Chemistry
Introduces the allyloxycarbonyl (Alloc) group to protect amino (-NH2) or hydroxyl (-OH) functional groups in peptide/oligonucleotide synthesis. The Alloc group is selectively removed using palladium catalysts (e.g., Pd/C with H2 or allyl scavengers), making it valuable in orthogonal protection strategies.
Example: Protection of 5-hydroxy groups in avermectin structural modifications.
Synthesis of Heterocycles
Participates in cycloaddition reactions (e.g., [3+2] cycloadditions with azides or nitrones) to form heterocyclic compounds.
Used in the preparation of β-lactams or other ring systems via nucleophilic addition-elimination mechanisms.
Polymer Chemistry
Acts as a monomer or crosslinking agent in polymer synthesis, introducing unsaturated groups for further functionalization (e.g., radical polymerization or copolymerization).
Pharmaceutical Intermediates
Used in the synthesis of bioactive molecules, such as antiviral or anticancer agents, by introducing allyl carbonate/carbamate moieties for enhanced metabolic stability or binding affinity.
Safety and Handling
Personal Protective Equipment (PPE)
Wear chemical-resistant gloves (e.g., nitrile), full-face shields, and impermeable lab coats. Use respiratory protection (e.g., self-contained breathing apparatus) in high-exposure scenarios.
Storage and Handling
Store in a cool, dry, well-ventilated area away from light, moisture, and incompatible materials (bases, oxidizers, nucleophiles).
Handle under a fume hood to prevent vapor inhalation. Avoid contact with water or humid air.
Spill/Leak Response
Absorb spills with non-combustible materials (e.g., sand, diatomaceous earth) and transfer to sealed containers for disposal. Neutralize residues with weak acids (under controlled conditions) to prevent HCl release.
Use fire extinguishers suitable for organic solvents (e.g., CO2, dry chemical); water may exacerbate reactions.
| Liquid products | Drum of 5kg ,10 kg ,25 kg ,50 kg 200 kg ,250 kg . 1000 kg IBC drum. TANK with 20 tons ,25 tons . |
| Solid products | Bag of 1 kg ,2 kg ,5 kg ,25 kg ,500kg ,1000 kg . Drum of 25 kg and 50 kg. |
Packaging can be customized according to customer requirements.
Qingdao Jinyu Chemical Co., LTD,which is located in Qingdao City, China, with registered capital of RMB 10 million, is a dynamic chemical import and export enterprise with customer demand as its own responsibility. The founder has been engaged in the chemical industry for more than 20 years. With professional technical and marketing personnel, diversified cooperative factories with synthetic technology and efficient logistics management, we provide services to customers all over the world. After years of hard work, we have selected a number of excellent chemical production cooperative enterprises in China. These enterprises have their own advantages in different chemical synthesis fields. They have passed the strict inspection of suppliers by many customers and formed a long-term and stable strategic partnership with customers. With our partners' excellent equipment, well-trained employees and mature technology, we also continue to provide customers with more products.
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