Cas no 2258-56-2 (2-Cyclopentene-1-carboxylic acid, methyl ester)

2-Cyclopentene-1-carboxylic acid, methyl ester (CAS 37477-58-6) is a cyclic unsaturated ester with applications in organic synthesis and pharmaceutical intermediates. Its five-membered ring structure and α,β-unsaturated carbonyl moiety make it a versatile building block for cycloadditions, conjugate additions, and other functionalization reactions. The ester group enhances solubility in organic solvents, facilitating handling in synthetic workflows. This compound is particularly valued for its reactivity in Diels-Alder reactions and as a precursor for fine chemicals. High purity grades (>95%) ensure consistent performance in research and industrial processes. Proper storage under inert conditions is recommended to maintain stability due to its unsaturated nature.
2-Cyclopentene-1-carboxylic acid, methyl ester structure
2258-56-2 structure
Product Name:2-Cyclopentene-1-carboxylic acid, methyl ester
CAS No:2258-56-2
MF:C7H10O2
MW:126.153102397919
CID:1413608
PubChem ID:12856946
Update Time:2025-05-19

2-Cyclopentene-1-carboxylic acid, methyl ester Chemical and Physical Properties

Names and Identifiers

    • 2-Cyclopentene-1-carboxylic acid, methyl ester
    • methyl cyclopent-2-ene-1-carboxylate
    • 67886-25-3
    • 2-Cyclopentene-1-carboxylic acid methyl ester
    • DTXSID70511572
    • methyl (1R)-cyclopent-2-ene-1-carboxylate
    • 67886-31-1
    • 2258-56-2
    • DB-091814
    • EN300-396593
    • SCHEMBL6641149
    • Cyclopentene-3-carboxylic acid methyl ester
    • methyl (1S)-cyclopent-2-ene-1-carboxylate
    • MDL: MFCD28156597
    • Inchi: 1S/C7H10O2/c1-9-7(8)6-4-2-3-5-6/h2,4,6H,3,5H2,1H3
    • InChI Key: OXCAIEJHPQKJQV-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CCC1)=O

Computed Properties

  • Exact Mass: 126.0681
  • Monoisotopic Mass: 126.068079557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 138
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.3

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Additional information on 2-Cyclopentene-1-carboxylic acid, methyl ester

Comprehensive Guide to 2-Cyclopentene-1-carboxylic acid, methyl ester (CAS No. 2258-56-2): Properties, Applications, and Industry Insights

2-Cyclopentene-1-carboxylic acid, methyl ester (CAS No. 2258-56-2) is a versatile organic compound widely used in pharmaceutical, fragrance, and specialty chemical industries. This ester derivative of cyclopentene carboxylic acid features a five-membered ring structure with a methyl ester functional group, making it valuable for synthetic applications. Recent trends in green chemistry and sustainable synthesis have increased interest in this compound due to its potential as a building block for bio-based materials.

The compound's molecular formula (C7H10O2) and structural features contribute to its unique reactivity profile. Researchers frequently search for "cyclopentene derivatives in drug discovery" and "methyl ester applications in organic synthesis," reflecting growing demand for this chemical intermediate. Its boiling point (approximately 180-182°C) and solubility characteristics make it particularly useful for reactions requiring moderate polar solvents.

In pharmaceutical applications, 2-Cyclopentene-1-carboxylic acid, methyl ester serves as a precursor for various active pharmaceutical ingredients (APIs). The compound's ring strain and functional group arrangement enable diverse cycloaddition reactions, a topic frequently queried in organic chemistry forums. Recent studies highlight its potential in developing non-steroidal anti-inflammatory drugs (NSAIDs) and flavor/fragrance compounds, aligning with industry needs for novel synthetic pathways.

The fragrance industry values this ester for its ability to contribute fruity and floral notes in perfume formulations. Formulators often search for "cyclopentene-based fragrance ingredients" and "ester compounds for perfumery," indicating strong market interest. Its stability under various pH conditions makes it suitable for cosmetic applications, particularly in long-lasting scent formulations where molecular persistence is crucial.

From a synthetic chemistry perspective, CAS 2258-56-2 demonstrates excellent reactivity in Michael addition reactions and Diels-Alder cyclizations. These properties answer frequent search queries about "building blocks for complex organic synthesis" and "five-membered ring chemistry." The compound's stereochemical properties also make it valuable for creating chiral intermediates, particularly in asymmetric synthesis protocols gaining popularity in academic and industrial labs.

Quality control of 2-Cyclopentene-1-carboxylic acid, methyl ester typically involves gas chromatography (GC) and NMR spectroscopy, techniques commonly referenced in "chemical purity analysis methods" searches. Manufacturers emphasize high-purity grades (≥98%) to meet stringent requirements for fine chemical applications. Storage recommendations include protection from moisture and oxidation, with optimal conditions being inert atmosphere storage at temperatures below 25°C.

Emerging applications in material science explore this compound's potential as a monomer for specialty polymers. Researchers investigating "renewable feedstock for polymer chemistry" show particular interest in its derivatization possibilities. The compound's biodegradation profile also makes it attractive for developing environmentally friendly materials, addressing current sustainability concerns in the chemical industry.

Regulatory status of CAS 2258-56-2 varies by region, with most jurisdictions classifying it as a standard chemical requiring proper laboratory handling procedures. Safety data sheets emphasize standard personal protective equipment (PPE) including gloves and eye protection, reflecting common workplace safety searches. The compound's ecological impact assessment shows moderate biodegradability, making it compliant with many green chemistry initiatives.

Market analysis indicates steady growth for cyclopentene derivatives, driven by demand from pharmaceutical intermediates and flavor/fragrance sectors. Suppliers frequently update product listings with technical specifications addressing popular search terms like "high purity methyl esters" and "specialty chemical distributors." The global supply chain for this compound remains robust, with production hubs in North America, Europe, and Asia.

Future research directions for 2-Cyclopentene-1-carboxylic acid, methyl ester include exploring its use in catalyzed asymmetric synthesis and biocatalytic transformations – topics generating significant academic interest. The compound's versatility ensures its continued relevance across multiple industries, particularly as sustainable chemistry practices evolve. Technical literature continues to document novel applications, maintaining CAS 2258-56-2 as a compound of ongoing scientific and industrial importance.

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