2-CYCLOPENTYLIDENECYCLOPENTANONE CAS 825-25-2

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

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
AppearanceColorless to light yellow Liquid
InChIInChI=1S/C10H14O/c11-10-7-3-6-9(10)8-4-1-2-5-8/h1-7H2
InChIKeyNYSYNXRPXJZYFY-UHFFFAOYSA-N
SMILESC1(=O)CCC/C/1=C1\CCCC\1

Safety Information

2-CYCLOPENTYLIDENECYCLOPENTANONE Usage And Synthesis

UsesBicyclopentylidene-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
SynthesisThe 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 ProductsBICYCLOPENTYL-->[Bicyclopentyliden]-2-ol-->ETHYL 5-CYCLOPENTYL-5-OXOVALERATE-->2-cyclopentylcyclopent-2-en-1-one
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