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cyclopropanecarbonyl chloride (CPCC)

cyclopropanecarbonyl chloride

Overview

Cyclopropanecarbonyl chloride, commonly abbreviated as 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 the production of pharmaceuticals, agrochemicals, and other fine chemicals. This post provides a detailed overview of cyclopropanecarbonyl chloride, including its chemical properties, applications, and safety measures.


Description

Cyclopropanecarbonyl chloride is a colorless to pale yellow liquid with a pungent odor. It features a cyclopropane ring bonded to a carbonyl chloride group, making it highly reactive and useful 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

  1. Organic Synthesis
    • CPCC is widely used as an intermediate in organic synthesis. It is involved in the preparation of various cyclopropane derivatives, which are important in the development of pharmaceuticals and fine chemicals.
  2. Pharmaceuticals
    • This compound serves as a building block in the synthesis of pharmaceutical intermediates and active pharmaceutical ingredients (APIs).
  3. Agrochemicals
    • Used in the synthesis of agrochemicals, including insecticides, herbicides, and fungicides, contributing to improved agricultural productivity.
  4. Chemical Research
    • Employed in academic and industrial research for studying reaction mechanisms, developing new synthetic methodologies, and producing 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 vapor
    • H302: Harmful if swallowed
    • H314: Causes severe skin burns and eye damage
    • H335: May cause respiratory irritation
  • Precautionary Statements:
    • P210: Keep away from 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): Take off immediately all contaminated clothing. Rinse skin with water/shower.
    • P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. 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 a cool, dry place in tightly sealed containers. 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

  • cyclopropanecarbonyl chloride (CPCC) : Used in similar applications for organic synthesis and pharmaceutical intermediates.
  • 3-Hydroxy Piperidine: Employed in the production of pharmaceuticals and agrochemicals.
  • Cesium Carbonate: Another ester used in organic synthesis and as a chemical intermediate.
  • Cyclopropane Derivatives: Various compounds used in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals.

By understanding the chemical properties, applications, and safety measures of cyclopropanecarbonyl chloride, researchers and industry professionals can effectively utilize this versatile compound in various scientific and industrial processes while ensuring safety and regulatory compliance.


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