Английская Википедия:2-Methylbut-3-yn-2-ol

Материал из Онлайн справочника
Версия от 13:51, 21 декабря 2023; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox | ImageFile = Me2(HO)CC2H.png | ImageSize = | ImageAlt = | PIN = 2-Methylbut-3-yn-2-ol | OtherNames = {{ubl|Ethynylmethylcarbinol| Dimethylethynylcarbinol| 1,1-Dimethyl-2-propyn-1-ol| Dimethylethynylmethanol|MB|Mebynol}} |Section1={{Chembox Identifiers | CASNo = 115-19-5 | PubChem = 8258 | EC_number = 204-070-5 | RTECS = ES0810000 | UNNumber = 1987 | UNII = EHB904XHKH | Che...»)
(разн.) ← Предыдущая версия | Текущая версия (разн.) | Следующая версия → (разн.)
Перейти к навигацииПерейти к поиску

Шаблон:Chembox 2-Methylbut-3-yn-2-ol is the organic compound with the formula HC2C(OH)Me2 (Me = CH3). A colorless liquid, it is classified as an alkynyl alcohol.

Preparation and use

It arises from the condensation of acetylene and acetone. The addition can be promoted with base[1] (Favorskii reaction) or with Lewis acid catalysts.[2] 2-Methylbut-3-yn-2-ol is produced on an industrial scale as a precursor to terpenes and terpenoids.

Файл:IndustrialRouteGeranylAlc.png
2-Methylbut-3-yn-2-ol is an intermediate in this industrial route to geraniol.[3]

2-Methylbut-3-yn-2-ol also is used as a monoprotected version of acetylene. For example, after arylation at carbon, the acetone can be removed with base:[4]

HC2C(OH)Me2 + ArX + base → ArC2C(OH)Me2 + [Hbase]X
ArC2C(OH)Me2 → ArC2H + OCMe2

In this regard, 2-methylbut-3-yn-2-ol is used similarly to trimethylsilylacetylene.

References