Overview
Cyclopropanecarbonyl chloride, commonly called CPCC, is a reactive organochlorine compound used in various chemical syntheses and industrial applications. Known for its cyclopropane ring and acyl chloride functional group, this compound is a valuable intermediate in producing pharmaceuticals, agrochemicals, and other fine chemicals. This post provides a detailed overview of cyclopropane carbonyl chloride, including its chemical properties, applications, and safety measures.
Description
Cyclopropanecarbonyl chloride is a colourless to pale yellow liquid with a pungent odour. It features a cyclopropane ring bonded to a carbonyl chloride group, making it highly reactive and helpful in various organic synthesis reactions, particularly in acylation processes.
Product Information
- IUPAC Name: Cyclopropanecarbonyl chloride
- Common Name: CPCC
- CAS Number: 4023-34-1
- Molecular Formula: C₄H₅ClO
- Molecular Weight: 104.53 g/mol
- Chemical Structure:
- Appearance: Colorless to pale yellow liquid
- Boiling Point: 119-121°C
- Density: 1.140 g/cm³
- Solubility: Reacts with water; soluble in organic solvents such as ether, benzene, and chloroform
Applications
- Organic Synthesis
- Cyclopropanecarbonyl chloride is widely used as an intermediate in organic synthesis. It prepares various cyclopropane derivatives essential in developing pharmaceuticals and fine chemicals.
- Pharmaceuticals
- Cyclopropanecarbonyl chloride compound is a building block in synthesizing pharmaceutical intermediates and active pharmaceutical ingredients (APIs).
- Agrochemicals
- Used in the synthesis of agrochemicals, including insecticides, herbicides, and fungicides, contributing to improved agricultural productivity.
- Chemical Research
- Employed in academic and industrial research to study reaction mechanisms, develop new synthetic methodologies, and produce novel cyclopropane compounds.
Physicochemical Information
- Molecular Formula: C₄H₅ClO
- Molecular Weight: 104.53 g/mol
- Appearance: Colorless to pale yellow liquid
- Boiling Point: 119-121°C
- Density: 1.140 g/cm³
- Solubility: Reacts with water; soluble in organic solvents such as ether, benzene, and chloroform
Safety Information According to GHS
- Hazard Statements:
- H225: Highly flammable liquid and vapour
- H302: Harmful if swallowed
- H314: Causes severe skin burns and eye damage
- H335: May cause respiratory irritation
- Precautionary Statements:
- P210:Avoidm heat, hot surfaces, sparks, open flames, and other ignition sources. No smoking.
- P280: Wear protective gloves/protective clothing/eye protection/face protection.
- P301+P330+P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
- P303+P361+P353: IF ON SKIN (or hair): Immediately remove all contaminated clothing. Rinse skin with water/shower.
- P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. If contact lenses are present and easy to remove, continue rinsing.
Safety Information
- Hazards: CPCC is highly flammable and can cause severe burns to skin and eyes. It can also cause respiratory irritation and is harmful if swallowed.
- Protective Measures: Use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coats. Work with CPCC should be conducted in a well-ventilated area, preferably in a fume hood.
- Storage: Store in tightly sealed containers, away from light, heat, and incompatible substances such as water and strong bases.
Storage and Shipping Information
- Storage Conditions: Store in tightly sealed containers in a cool, dry place. Protect from light, heat, and moisture.
- Shipping Information: Transport according to local regulations. Ensure containers are secure and upright during transit to prevent leaks.
Transport Information
- UN Number: 1993
- Hazard Class: 3 (Flammable liquids)
- Packing Group: II
- Proper Shipping Name: Flammable liquid, n.o.s. (contains Cyclopropanecarbonyl chloride)
Specifications
- Purity: Typically >98%
- Appearance: Colorless to pale yellow liquid
- Boiling Point: 119-121°C
- Density: 1.140 g/cm³
Related Products & Applications
- Cyclopropane carbonyl chloride (CPCC): Used in similar applications for organic synthesis and pharmaceutical intermediates.
- 3-Hydroxy Piperidine: Employed in the production of pharmaceuticals and agrochemicals.
- Caesium Carbonate: Another ester used in organic synthesis and as a chemical intermediate.
- Cyclopropane Derivatives: Various compounds used in synthesizing pharmaceuticals, agrochemicals, and fine chemicals.
By understanding Cyclopropanecarbonyl chloride’s chemical properties, applications, and safety measures, researchers and industry professionals can effectively utilize this versatile compound in various scientific and industrial processes while ensuring safety and regulatory compliance.