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Usage

Uses

Used in Pharmaceutical Synthesis:
3-(1-ADAMANTYL)PENTANE-2,4-DIONE is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique adamantane backbone and ketone functionality make it a valuable building block for the development of new drugs with diverse therapeutic applications.
Used in Research and Development:
In the pharmaceutical industry, 3-(1-ADAMANTYL)PENTANE-2,4-DIONE is utilized as a research and development tool for exploring its potential applications in drug discovery. Its unique chemical properties and structural features allow researchers to investigate its interactions with biological targets and evaluate its efficacy in treating various diseases.
Used in Organic Chemistry:
3-(1-ADAMANTYL)PENTANE-2,4-DIONE is also used in organic chemistry as a versatile intermediate for the synthesis of other chemicals. Its reactivity and stability make it suitable for various organic reactions, enabling the production of a wide range of compounds with different functional groups and applications.

InChI:InChI=1/C15H22O2/c1-9(16)14(10(2)17)15-6-11-3-12(7-15)5-13(4-11)8-15/h11-14H,3-8H2,1-2H3

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 14024-48-7 bis(acetylacetonato)cobalt(II) 
• 768-95-6 1-adamanthanol 
• 123-54-6 acetylacetone 
• 108-22-5 Isopropenyl acetate 
• 935-56-8 1-chloroadamantane 
• 32314-61-7 1-nitroxyadamantane 

Downstream Products

• 19835-39-3 1-(1-adamantyl)propan-2-one 
• 108221-12-1 3,5-dimethyl-4-(1-adamantyl)pyrazole 
• 108221-18-7 4-(1-adamantyl)-3,5-dimethylisoxazole 
• 108221-16-5 4-(1-adamantyl)-3,5-dimethyl-1-phenylpyrazole 

Relevant academic research and scientific papers

Synthesis of 3-(adamantan-1-yl)pentane-2,4-dione from 1-bromo(chloro, hydroxy)adamantane and acetylacetone in the presence of metal complex catalysts

3-(Adamantan-1-yl)pentane-2,4-dione has been synthesized in high yield by reaction of 1-bromo-, 1-chloro-, or 1-hydroxyadamantane with acetylacetone in the presence of manganese or iron compounds.

Adamantylation of β-dicarbonyl compounds

Reactions of adamantan-1-ol with β-dicarbonyl compounds in 1,2-dichloroethane in the presence of In(OTf)3, Ga(OTf)3, Sc(OTf)3, or Cu(OTf)2 give the corresponding adamantylated derivatives in 45-93% yields.

Mechanistic studies on the alkylation of pentane-2,4-dione through its Co(II) complex

A mechanistic study on the alkylation of pentane-2,4-dione through its Co(II) complex in concentrated chloroform solutions indicates the operation of a "non carbon radical" chain mechanism based in the ability of cobalt to undergo redox processes between

Synthesis of 1-(2-oxopropyl)adamantane from 1-bromo(chloro)adamantanes and isopropenyl acetate in the presence of iron and manganese compounds

An efficient procedure has been developed for the synthesis of 1-(2-oxopropyl)adamantane by reaction of 1-bromo(chloro)adamantanes with isopropenyl acetate in the presence of manganese and iron compounds.

A DUAL MECHANISTIC PATHWAY IN THE ALKYLATION OF PENTANE-2,4-DIONE THROUGH ITS Co(II) COMPLEX

A mechanistic study on the alkylation of pentane-2,4-dione through its Co(II) complex has shown that a non radical chain mechanism initiated by an electron transfer step induced by Co(II) operates under certain experimental conditions.

METAL COMPLEXES IN ORGANIC SYNTHESIS. PREPARATION OF α-(1-ADAMANTYL)-β-DICARBONYL COMPOUNDS AND 4-(1-ADAMANTYL)-3,5-DISUBSTITUTED PYRAZOLES AND ISOXAZOLES.

α-(1-adamantyl)-β-dicarbonyl compounds are prepared by the reactions of the Co(II) complexes of β-dicarbonyl compounds with 1-bromoadamantane.This provides a route to the previously inaccessible 4-(1-adamantyl)-3,5-disubstituted pyrazoles and isoxazoles.

ALKYLATION OF β-DIKETONES THROUGH THEIR Co(II), Co(III) AND Zn(II) COMPLEXES. 1-BROMOADAMANTANE AS ALKYLATING AGENT.

α-(1-Adamantyl)-β-diketones are now accessible by the alkylation of Co(II) complexes of β-diketones with 1-bromoadamantane.The intermediacy of adamantyl cation is proposed.Co(II), Co(III) and Zn(II) complexes of pentane-2,4-dione react with alkyl halides precursors of stabilized carbenium ions, to give 3-alkylpentane-2,4-diones.