18228-69-8

Usage

Type of compound

Cyclopropyl ketone

Structural features

Contains a cyclopropane ring
Contains a double bond

Reactivity

Unique reactivity due to its structure

Applications

Used in organic synthesis
Used in pharmaceutical research

Biological and pharmacological activities

Studied for potential activities, making it an important target in medicinal chemistry

Potential use

Serve as a building block in the synthesis of various biologically active molecules with potential therapeutic applications

Upstream product

• 917-64-6 methyl magnesium iodide 
• 51348-74-4 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carbonyl chloride 
• 827-90-7 trans-chrysanthemic acid 
• 917-54-4 methyllithium 
• 97-41-6 ethyl trans-(+/-)-chrysanthemate 
• 75-16-1 methylmagnesium bromide 
• 2935-23-1 cis-Chrysanthemic acid 
• 18228-69-8 cis-chrysanthemyl methyl ketone 
• 5460-63-9 chrysanthemumic acid methyl ester 

Downstream Products

• 105140-56-5 2-((E)-1,1,4,4-Tetramethyl-6-oxo-hept-2-enyl)-cyclohexanone 
• 18228-69-8 rac-trans-1-(-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl)ethanone 

Relevant academic research and scientific papers

Chemoselective reduction of aldehydes: Via a combination of NaBH4 and acetylacetone

A bench-stable combination of NaBH4-acetylacetone was developed for the efficient chemoselective reduction of aldehydes in the presence of ketones. This method offers a useful synthetic protocol for distinguishing carbonyl reaction sites, and its synthetic utility is reflected by its moisture tolerance and high efficiency in a variety of complex settings.

Gold-catalyzed cycloisomerization of cyclopropyl alkynyl acetates: A versatile approach to 5-, 6-, and 7-membered carbocycles

Nonclassical chirality transfer? Depending on the substitution pattern of propargyl acetates, a gold-catalyzed homologous Rautenstrauch reaction generates either 5- or 6-membered ring systems (see scheme). The stabilization of cationic intermediates is crucial for this reaction to succeed. The underlying principle for the good chirality transfer observed could be gold-stabilized nonclassical carbocations having configurational stability.

The effects of triplet sensitizers' energies on the photoreactivity of β,γ-unsaturated methyl ketones

(Chemical Equation Presented) Triplet determines reactivity: β,γ-Unsaturated ketones 1 do not undergo the oxa-di-π-methane (ODPM) rearrangement in the presence of acetophenone or 3-methoxyacetophenone as a triplet sensitizer. However, they afford the ODPM

Catalytic Geometrical Isomerization of cis-Chrysanthemaldehyde and Related Ketones

cis-Chrysanthemaldehyde isomerized cleanly to the trans-isomer catalyzed with methoxydimethylsulfonium iodide (8) at 25 deg C.Zinc halides as well as silica gel were also demonstrated to be effective catalysts.Related aldehydes and ketones isomerized also