1445-29-0

Usage

Uses

Used in Organic Synthesis:
2,2,4,4-tetramethyl-3-(phenylimino)cyclobutanone is utilized as a reagent in organic synthesis, where its ability to engage in various reactions, such as cycloaddition and ring-opening, is highly beneficial. This versatility makes it a key component in the creation of complex organic molecules.
Used in Coordination Chemistry:
In the field of coordination chemistry, 2,2,4,4-tetramethyl-3-(phenylimino)cyclobutanone is employed as a ligand. Its unique structure and reactivity contribute to the formation of metal complexes, which are essential in understanding the properties and applications of such compounds in catalysis and other chemical processes.
Used in Chemical Research:
2,2,4,4-tetramethyl-3-(phenylimino)cyclobutanone is also a valuable tool in chemical research due to its distinctive properties. Researchers use 2,2,4,4-tetramethyl-3-(phenylimino)cyclobutanone to explore new reaction pathways, investigate the mechanisms of complex chemical transformations, and develop novel synthetic strategies. Its role in advancing the understanding of chemical reactivity and the development of new chemical methodologies is significant.

Upstream product

• 933-52-8 2,2,4,4-tetramethyl-1,3-cyclobutanedione 
• 62-53-3 aniline 

Downstream Products

• 36332-23-7 2,2,4,4-tetramethyl-3-(phenylimino)-1-methylenecyclobutane 
• 1445-32-5 3-Anilino-2,2,4,4-tetramethyl-cyclobytanol 
• 102570-35-4 2,2,4,4-Tetramethyl-3-phenylimino-cyclobutanethione 
• 112840-55-8 4-Isopropylidene-3,3-dimethyl-1-phenyl-azetidine-2-thione 

Relevant academic research and scientific papers

The Effect of Long-range Circumannular Non-bonding Orbital Interaction on the Inversion of Groups on Nitrogen in 2,2,4,4-Tetramethyl-3-imino-1-cyclobutanones

matrix presented The free energy of activation, ΔG*, for nitrogen inversion was calculated from the coalescence temperature for the methyl signals obtained via variable temperature NMR for a series of imino derivatives of the title compounds. There was a

Thermally-induced 1,2-shifts to convert olefins to carbenes: Does silicon do it? if so, why not carbon?

Thermal isomerization of olefins to carbenes via a 1,2-silyl shift was examined by both experiment and theory. No evidence of this rearrangement was found for acyclic vinylsilanes, nor could electronic assistance by silicon be identified in cis, trans isomerizations. Serendipitous synthesis of a 2,4-dimethylene-1,3-disilacyclobutane allowed a kinetic examination of its gas-phase, thermal ring expansion to a 2-methylene-1,3-disilacyclopentene. The Arrhenius parameters (log A = 12.48, Eact = 54.09 kcal/mol) are the first to be reported for an olefin-to-carbene rearrangement. The analogous all-carbon system failed to ring expand. Ab initio calculations revealed that this was opposite to any predictions which would be made from ring strain considerations. Calculations showed that for silyl migration the transition state was late and was actually the carbene, while for carbon migration the TS was early and considerably higher in energy than the resulting carbene. The 2-methylene-1-silacyclobutane rearrangement (ref 5) was reexamined to find that reversible ring opening to a 1,4-diradical occurred at temperatures below those required to ring expand via a carbene TS.