1192-14-9

Usage

Uses

Used in Organic Synthesis:
2,2-Dimethylcyclobutanone is used as a reagent in organic synthesis for its ability to form carbon-carbon bonds, which is crucial in the creation of complex molecules and the synthesis of various organic compounds.
Used in Pharmaceutical and Agrochemical Production:
In the pharmaceutical and agrochemical industries, 2,2-Dimethylcyclobutanone is utilized as a key intermediate in the synthesis of active ingredients, leveraging its unique reactivity to produce a range of bioactive molecules.
Used in Fragrance Formulation:
2,2-Dimethylcyclobutanone is used as a component in the formulation of fragrances and perfumes, capitalizing on its characteristic odor to contribute to the scent profiles of various products.
Used in Materials Science Research:
In the field of materials science, 2,2-Dimethylcyclobutanone is studied for its potential applications, including the development of new materials with specific properties, thanks to its unique chemical structure.
Used as a Renewable Chemical Feedstock:
2,2-Dimethylcyclobutanone is also considered for its potential as a renewable chemical feedstock, offering an alternative to traditional petrochemical-based feedstocks, which could contribute to more sustainable chemical production processes.

Upstream product

• 186581-53-3 diazomethane 
• 10374-06-8 2,2-Dimethyl-cyclopropanon 
• 933-52-8 2,2,4,4-tetramethyl-1,3-cyclobutanedione 
• 74-85-1 ethene 
• 19961-40-1 4-bromo-3,3-dimethyl-2-butanone 
• 27787-17-3 1,1-dimethyl-2-methylenecyclobutane 
• 54781-36-1 1-Trimethylsiloxy-1-isopropenyl-cyclopropan 
• 4858-67-7 2-isopropylidene-5,5-dimethyl-[1,3]dioxane-4,6-dione 
• 119770-08-0 4,4-dimethyl-2-(vinylsulfonyl)cyclobutanone 
• 598-26-5 dimethylketene 
• 18022-51-0 1-methyl-2-methylenecyclobutanol 
• 63048-67-9 2-<1-(phenylthio)cyclopropyl>-2-propanol 
• 67997-63-1 N-<1-(1-Hydroxy-1-methylaethyl)cyclopropyl>formamid 
• 20104-44-3 t-butyl 2-dimethylamino-3,3-dimethylcyclobutanecarboxylate 

Downstream Products

• 63048-77-1 5,5-Dimethyl-1-phenylthio-spiro<3.3>hept-1-en 
• 35301-44-1 2,2-dimethylcyclobutan-1-ol 
• 63365-70-8 2,2-Dimethyl-1-(1'-phenylthiocycloprop-1-yl)cyclobutan-1-ol 

Relevant academic research and scientific papers

Synthesis and rearrangement of [1,1′-bicyclobutyl]-1-ols and spiro[3.4]octan-5-ols: A general access to bicyclo[3.3.0]octenes (hexahydropentalenes)

Several new Grignard reagents based on substituted cyclobutanes have been generated and added to cyclobutanones to yield mono- to trimethylated [1,1′-bicyclobutyl]-1-ols. Mono- to trimethylated spiro[3.4]octan-5-ols have been prepared from the parent ketone via alkylation and/or addition reactions. Upon treatment with acid, all [1,1′-bicyclobutyl]-1-ols and spiro[3.4]octan-5-ols rearrange to yield a single bicyclo[3.3.0]octene. Mono- to trimethylated [1,1′-bicyclobutyl]-1-ols and spiro[3.4]octan-5-ols have been synthesized and rearranged to yield a single bicyclo[3.3.0]octene in each case. Examples are 42, 43, 44 and 45.

Preparation of cyclobutanones

A process for the preparation of a cyclobutanone of the formula STR1 in which R1 to R6 each independently is a hydrogen, halogen, cyano, alkoxy, alkoxycarbonyl, carboxamido, dialkylphosphono, alkyl, cycloalkyl, aryl, aralkyl or alkenyl radical, or two of them together with the carbon atom to which each is linked form a ring, comprising reacting an N,N-disubstituted carboxylic acid amide of the formula STR2 in which R7 and R8 each independently is an alkyl, cycloalkyl, alkenyl, aryl or aralkyl radical or together form a ring, with an inorganic acid halide, and then reacting the product with a tertiary amine, an olefin of the formula STR3 and a Lewis acid, and subsequently hydrolyzing the mass. Preferably isobutyric acid dimethylamide is employed as the carboxylic acid amide, phosgene is employed as the inorganic acid halide, triethylamine is employed as the tertiary amine and zinc chloride or titanium tetrachloride is employed as the Lewis acid. The products are known intermediates for insecticides.