ChemicalBook--->CAS DataBase List--->82683-51-0

82683-51-0

82683-51-0 Structure

82683-51-0 Structure
IdentificationBack Directory
[Name]

SPIRO[4.5]DECANE-7,9-DIONE
[CAS]

82683-51-0
[Synonyms]

SPIRO[4.5]DECANE-7,9-DIONE
[Molecular Formula]

C10H14O2
[MDL Number]

MFCD03844397
[MOL File]

82683-51-0.mol
[Molecular Weight]

166.22
Chemical PropertiesBack Directory
[Melting point ]

136 °C
[Boiling point ]

314.0±25.0 °C(Predicted)
[density ]

1.10±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

9.40±0.20(Predicted)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Cyclopentane-1,1-diacetic acid
Hazard InformationBack Directory
[Uses]

Spiro[4.5]decane-7,9-dione (Compound 2e) is a cyclic 1,3-diketone. Spiro[4.5]decane-7,9-dione can be used in the study of glioma tumors[1].
[Synthesis]

1-cyclopentylidene-2-propanone

933-02-8

Diethyl malonate

105-53-3

SPIRO[4.5]DECANE-7,9-DIONE

82683-51-0

GENERAL STEPS: A mixture of 1-cyclopentadienylpropan-2-one (1 g, 9.4 mmol) and diethyl malonate (1.75 g, 11 mmol) was slowly added dropwise to a sodium methanolate solution prepared from sodium metal (0.25 g, 11 mmol) dissolved in methanol (3 mL). The reaction mixture was heated under reflux conditions for 2 hours. Subsequently, a hot solution of barium hydroxide (11.23 g, 73 mmol) dissolved in 100 mL of water was added to the reaction system and reflux was continued for 24 hours. After the reaction was completed, it was neutralized to pH 6 with dilute hydrochloric acid and filtered while hot. The filtrate was cooled, acidified to pH 1 with dilute hydrochloric acid, refluxed again for 15 min, filtered while hot and cooled. The precipitated solid was filtered, washed with water and dried to give 0.87 g (56% yield) of spiro[4.5]decane-7,9-dione.

[References]

[1] Alexander R, et al. 4-(1,3-Thiazol-2-yl)morpholine derivatives as inhibitors of phosphoinositide 3-kinase. Bioorg Med Chem Lett. 2008 Aug 1;18(15):4316-20. DOI:10.1016/j.bmcl.2008.06.076
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