Английская Википедия:2,2,4,4-Tetramethylcyclobutanedione

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Версия от 13:31, 21 декабря 2023; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox | ImageFile = Me4C4O2.png | ImageSize = 144 | ImageAlt = | PIN = 2,2,4,4-Tetramethylcyclobutane-1,3-dione | OtherNames = Tetramethyl-1,3-cyclobutanedione, Tetramethylcyclobuta-1,3-dione |Section1={{Chembox Identifiers | CASNo = 933-52-8 | PubChem = 13617 | EC_number = 213-269-6 | UNII = RT4AQ22KS4 | ChemSpiderID = 13028 | ChEMBL = 3183999 | InChI=1S/C8H12O2/c1-7(2)5(9)8(3,4)...»)
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Шаблон:Chembox 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.[1]

The 2,2,4,4-tetramethylcyclobutanedione isomerizes to the lactone called dimethylketene dimer (4-isopropylidene-3,3-dimethyl-2-oxetanone).[2] 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