• Source: 2,2,4,4-Tetramethylcyclobutanedione

2,2,4,4-Tetramethylcyclobutanedione is the organic compound with the formula (CH3)4C4O2. The compound is a diketone of cyclobutane, bearing four methyl groups. It is a white solid that is used as a precursor to diverse industrial products.




Synthesis and reactions


2,2,4,4-Tetramethylcyclobutanedione is the head-to-tail dimer of dimethylketene. It arises spontaneously when dimethylketene is produced by dehydrohalogenation of isobutyryl chloride with triethylamine.
In the presence of aluminium trichloride, 2,2,4,4-tetramethylcyclobutanedione isomerizes to the lactone dimethylketene dimer (4-isopropylidene-3,3-dimethyl-2-oxetanone). Dimethylketene dimer is a precursor to various alkyl ketene dimers, which are used in papermaking.

Hydrogenation of 2,2,4,4-tetramethylcyclobutanedione gives 2,2,4,4-tetramethylcyclobutanediol, which is of interest in polymer chemistry.




References

Kata Kunci Pencarian:

• 2,2,4,4-Tetramethylcyclobutanedione
• 2,2,4,4-Tetramethyl-1,3-cyclobutanediol
• Dicarbonyl
• C8H12O2
• Alkyl ketene dimer
• 1,3-Cyclobutanedione
• Isobutyryl chloride