16978-11-3

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-acetyl-2,2-dimethylcyclobutaneacetate serves as a crucial building block in organic synthesis, particularly for the production of pharmaceuticals. Its unique structure and functional groups make it an essential component in the development of new drugs and biologically active molecules, contributing to advances in medicinal chemistry.
Used in Flavor and Fragrance Industry:
methyl 3-acetyl-2,2-dimethylcyclobutaneacetate is also utilized in the creation of flavors and fragrances, capitalizing on its ability to contribute distinct scents and tastes. Its presence in this industry highlights the diversity of its applications and its potential to enhance consumer products with unique sensory experiences.
Used as a Precursor in Chemical Research:
Methyl 3-acetyl-2,2-dimethylcyclobutaneacetate holds significant value as a precursor in the development of new chemical substances. Its complex structure and functional groups provide a foundation for researchers to explore and create novel compounds with a range of interesting properties and potential industrial uses.

InChI:InChI=1/C11H18O3/c1-7(12)9-5-8(11(9,2)3)6-10(13)14-4/h8-9H,5-6H2,1-4H3

Upstream product

• 67-56-1 methanol 
• 473-72-3 pinonic acid 
• 186581-53-3 diazomethane 
• 17879-35-5 cis-pinonic acid 

Downstream Products

• 113371-59-8 (5-Cyclohexyloxy-2,2-dimethyl-tetrahydro-furan-3-yl)-acetic acid methyl ester 
• 113371-63-4 (2,2-Dimethyl-5-phenoxy-tetrahydro-furan-3-yl)-acetic acid methyl ester 
• 113371-57-6 (5-Benzyloxy-2,2-dimethyl-tetrahydro-furan-3-yl)-acetic acid methyl ester 
• 113371-77-0 (5-Benzylsulfanyl-2,2-dimethyl-tetrahydro-furan-3-yl)-acetic acid methyl ester 
• 24894-10-8 [3-(1-hydroxy-1-methyl-ethyl)-2,2-dimethyl-cyclobutyl]-acetic acid methyl ester 

Relevant academic research and scientific papers

Identification and quantification of aerosol polar oxygenated compounds bearing carboxylic or hydroxyl groups. 1. Method development

In this study, a new analytical technique was developed for the identification and quantification of multifunctional compounds containing simultaneously at least one hydroxyl or one carboxylic group, or both. This technique is based on derivatizing first the carboxylic group(s) of the multifunctional compound using an alcohol (e.g., methanol, 1-butanol) in the presence of a relatively strong Lewis acid (BF3) as a catalyst. This esterification reaction quicldy and quantitatively converts carboxylic acids to their ester forms. The second step is based on silylation of the ester compounds using bis(trimethylsilyl) trifluoroacetamide (BSTFA) as the derivatizing agent. For compounds bearing ketone groups in addition to carboxylic and hydroxyl groups, a third step was used based on PFBHA derivatization of the carbonyls. Different parameters including temperature, reaction time, and effect due to artifacts were optimized. A GC/MS in EI and in methane-CI mode was used for the analysis of these compounds. The new approach was tested on a number of multifunctional compounds. The interpretation of their EI (70 eV) and CI mass spectra shows that critical information is gained leading to unambiguous identification of unknown compounds. For example, when derivatized only with BF3-methanol, their mass spectra comprise primary ions at m/z M .+ + 1, M.+ + 29, and M.- - 31 for compounds bearing only carboxylic groups and M.- + 1, M.+ + 29, M.+ - 31, and M+. - 17 for those bearing hydroxyl and carboxylic groups. However, when a second derivatization (BSTFA) was used, compounds bearing hydroxyl and carboxylic groups simultaneously show, in addition to the ions observed before, ions at m/z M.+ + 73, M .+ - 15, M.+ - 59, M.+ - 75, M.+ - 89, and 73. To the best of our knowledge, this technique describes systematically for the first time a method for identifying multifunctional oxygenated compounds containing simultaneously one or more hydroxyl and carboxylic acid groups.

PHOTOCHEMICAL CYCLOBUTANONE EXPANSIONS

As a model for a new approach to bond formation at anomeric carbons, the addition of various heteroatom derivatives to oxacarbenes generated by the photochemical ring expansion of cyclobutanones has been examined.Practical procedures have been developed for the insertion of such carbenes into heteroatom-H bonds from alcohols, thiols, and amines using minimal excess trapping reagent.