Chemical Name: Methyl Cyclopropane Carboxylate
Molecular Formula: C5H8O2
CAS Number: 2868-37-3
Molecular Weight: 100.12 g/mol
IUPAC Name: Methyl cyclopropanecarboxylate
Appearance: Colorless liquid
Boiling Point: 107-109°C
Density: 0.984 g/cm³
Solubility: Slightly soluble in water; miscible with most organic solvents
Table of Contents
| Section | Details |
|---|---|
| 1. General Information | Overview of Methyl Cyclopropane Carboxylate, including its chemical structure and uses |
| 2. Chemical Properties | Information on molecular formula, weight, solubility, appearance, etc. |
| 3. Applications | Key applications in organic synthesis, pharmaceuticals, and industrial chemistry |
| 4. Synthetic Utility | Explanation of how Methyl Cyclopropane Carboxylate is used in various chemical reactions |
| 5. Handling and Safety | Guidelines for the safe handling and storage of Methyl Cyclopropane Carboxylate |
| 6. Safety Data | Hazard classifications, potential health risks, and precautionary measures |
| 7. Peer-Review Studies | Scientific research on the compound’s applications and behavior in chemical processes |
1. General Information
Methyl Cyclopropane Carboxylate is an ester derivative of cyclopropane carboxylic acid, widely used in organic synthesis. The compound is known for its reactivity due to the strained three-membered cyclopropane ring, which makes it a valuable intermediate in various chemical reactions. It serves as a building block in the synthesis of more complex molecules, including those used in pharmaceuticals, agrochemicals, and polymers.
2. Chemical Properties
- Molecular Formula: C5H8O2
- Molecular Weight: 100.12 g/mol
- CAS Number: 2868-37-3
- Boiling Point: 107-109°C
- Appearance: Colorless liquid
- Density: 0.984 g/cm³
- Solubility: Slightly soluble in water; miscible with most organic solvents
These properties make Methyl Cyclopropane Carboxylate an excellent candidate for reactions in both polar and non-polar solvents, providing flexibility in synthetic protocols.
3. Applications
Methyl Cyclopropane Carboxylate is primarily used in:
- Organic Synthesis: As a versatile building block in the construction of cyclopropane-containing molecules, which are common in various biologically active compounds.
- Pharmaceuticals: Used in the synthesis of drug intermediates, particularly those requiring the incorporation of cyclopropane rings, which are known to enhance metabolic stability and biological activity.
- Industrial Chemistry: Employ in the manufacture of specialty chemicals, including agrochemicals, where the cyclopropane moiety contributes to the biological efficacy of active ingredients.
Its reactivity, due to the strain in the cyclopropane ring, allows it to participate in a variety of chemical transformations, including ring-opening reactions and cross-coupling reactions.
4. Synthetic Utility
Methyl Cyclopropane Carboxylate is used extensively in synthetic organic chemistry due to the inherent strain in its cyclopropane ring, which renders it highly reactive. It serves as an intermediate in the synthesis of complex organic molecules, enabling the introduction of the cyclopropyl group into larger structures. This functionality is valuable in the development of compounds with unique physical, chemical, and biological properties, making it indispensable in pharmaceutical and agrochemical research.
In particular, its use in reactions like nucleophilic ring-opening, hydrogenation, and cyclopropanation makes it a versatile and powerful reagent in modern synthetic chemistry.
5. Handling and Safety
Proper handling of Methyl Cyclopropane Carboxylate is crucial due to its chemical reactivity. The compound should be stored in a cool, dry place, away from heat sources and oxidizing agents. Use of personal protective equipment (PPE) such as gloves, goggles, and lab coats is recommended.
6. Safety Data
Hazard Classifications
- Flammable Liquid: The compound is classifi as a flammable liquid and should be kept away from open flames and sparks.
- Irritant: May cause irritation to the skin, eyes, and respiratory system.
Pictograms:
- Flame (Flammable)
- Exclamation Mark (Irritant)
Hazard Statements:
- H225: Highly flammable liquid and vapor.
- H315: Causes skin irritation.
- H319: Causes serious eye irritation.
- H335: May cause respiratory irritation.
Precautionary Statements:
- P210: Keep away from heat, sparks, open flames, and hot surfaces. No smoking.
- P280: Wear protective gloves, protective clothing, and eye protection.
- P303+P361+P353: If on skin (or hair), take off immediately all contaminat clothing. Rinse skin with water or 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.
7. Peer-Review Studies
Methyl Cyclopropane Carboxylate has been the subject of various studies in the field of organic chemistry, particularly in the synthesis of cyclopropane-containing molecules. Research has explored its role in:
- Pharmaceutical Development: Studies on the synthesis of cyclopropane-bas drug candidates, which exhibit enhanced stability and bioactivity.
- Synthetic Methodology: Investigations into new reactions and catalytic processes involving Methyl Cyclopropane Carboxylate, contributing to advancements in synthetic organic chemistry.
These studies underscore the importance of Methyl Cyclopropane Carboxylate as a valuable tool in modern chemistry, particularly in the development of novel synthetic methodologies and biologically active molecules.
Conclusion
Methyl Cyclopropane Carboxylate is a highly versatile and reactive compound, playing a crucial role in the synthesis of complex molecules across various industries, including pharmaceuticals and agrochemicals. Its reactivity, driven by the strained cyclopropane ring, makes it an indispensable reagent in modern synthetic organic chemistry. Proper handling and adherence to safety protocols are essential for its effective and safe use.
