Introduction:Basic information about 2-CYCLOPENTYLIDENECYCLOPENTANONE CAS 825-25-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-CYCLOPENTYLIDENECYCLOPENTANONE Basic information
| Product Name: | 2-CYCLOPENTYLIDENECYCLOPENTANONE |
| Synonyms: | 2-CYCLOPENTYLIDENE-1-CYCLOPENTANONE;2-CYCLOPENTYLIDENECYCLOPENTANONE;cyclopentylidenecyclopentan-2-one;2-Cyclopentylidenecyclopentane-1-one;Δ1,1'-Bi[cyclopentane]-2-one;Δ1,1'-Bicyclopentane-2-one;2-Cyclopentylidenecyclopentanone,97%;BICYCLOPENTYLIDENE-2-ONE |
| CAS: | 825-25-2 |
| MF: | C10H14O |
| MW: | 150.22 |
| EINECS: | 212-542-7 |
| Product Categories: | |
| Mol File: | 825-25-2.mol |
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2-CYCLOPENTYLIDENECYCLOPENTANONE Chemical Properties
| Melting point | 74-75 °C |
| Boiling point | 231.78°C (rough estimate) |
| density | 1 g/cm3 |
| refractive index | 1.5215 (estimate) |
| Fp | 104°C |
| storage temp. | 2-8°C, protect from light |
| Appearance | Colorless to light yellow Liquid |
| InChI | InChI=1S/C10H14O/c11-10-7-3-6-9(10)8-4-1-2-5-8/h1-7H2 |
| InChIKey | NYSYNXRPXJZYFY-UHFFFAOYSA-N |
| SMILES | C1(=O)CCC/C/1=C1\CCCC\1 |
Safety Information
2-CYCLOPENTYLIDENECYCLOPENTANONE Usage And Synthesis
| Uses | Bicyclopentylidene-2-one is derived from Cyclopentanone (C988395), which is a chemical compound used in the synthesis of various simple and complex organic compounds. Also, it is used in the synthesis of peptidase IV inhibitors for the treatment of type 2 diabetes. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 39, p. 1028, 1974 DOI: 10.1021/jo00922a002 |
| Synthesis | The synthesis of 2-cyclopentylidenecyclopentanone is a classic example of a self-condensation reaction, specifically an aldol condensation followed by dehydration. Under basic or acidic conditions, one molecule of cyclopentanone (C₅H₈O) is converted into its enolate, which nucleophilically attacks the carbonyl group of a second cyclopentanone molecule. The resulting β-hydroxy ketone intermediate undergoes dehydration to yield the α,β-unsaturated ketone product. Industrially, such transformations are often conducted under heterogeneous catalysis using solid acid–base bifunctional catalysts (e.g., Mg–Al hydrotalcites or mixed metal oxides) to improve selectivity and enable continuous-flow operation. The product is of interest as a model intermediate for high-density fuel candidates and has been explored in fragrance chemistry for its woody, amber-like odor. |
2-CYCLOPENTYLIDENECYCLOPENTANONE Preparation Products And Raw materials
| Preparation Products | BICYCLOPENTYL-->[Bicyclopentyliden]-2-ol-->ETHYL 5-CYCLOPENTYL-5-OXOVALERATE-->2-cyclopentylcyclopent-2-en-1-one |