2-Methylbut-3-yn-2-ol

Me2(HO)CC2H.png 2-Methylbut-3-yn-2-ol Ethynylmethylcarbinol Dimethylethynylcarbinol 1,1-Dimethyl-2-propyn-1-ol Dimethylethynylmethanol MB Mebynol 115-19-5 8258 204-070-5 ES0810000 1987 EHB904XHKH 21106133 3185871 1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3 CEBKHWWANWSNTI-UHFFFAOYSA-N CC(C)(C#C)O 5 8 1 Colorless liquid 0.8637 g/cm3 3 104 good 20 02 05 07 08 Danger 225 226 302 315 318 319 335 361 201 202 210 233 240 241 242 243 261 264 270 271 280 281 301+312 302+352 303+361+353 304+340 305+351+338 308+313 310 312 321 330 332+313 337+313 362 370+378 403+233 403+235 405 501 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 baseDimethylethynylcarbinol Donald D. Coffman Org. Synth. 1940 20 40 10.15227/orgsyn.020.0040 free (Favorskii reaction) or with Lewis acid catalysts.Facile Enantioselective Synthesis of Propargylic Alcohols by Direct Addition of Terminal Alkynes to Aldehydes Doug E. Frantz Roger Fässler Erick M. Carreira J. Am. Chem. Soc. 2000 122 8 1806–1807 10.1021/ja993838z 2000JAChS.122.1806F 2-Methylbut-3-yn-2-ol is produced on an industrial scale as a precursor to terpenes and terpenoids. thumb|424px|center|2-Methylbut-3-yn-2-ol is an intermediate in this industrial route to geraniol.Terpenes: Flavors, Fragrances, Pharmaca, Pheromones Eberhard Breitmaier 2006 9783527609949 10.1002/9783527609949 Wiley-VCH 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:2-Methylbut-3-yn-2-ol Gordon, John e-EROS Encyclopedia of Reagents for Organic Synthesis 2001 1–2 10.1002/047084289X.rm157 0471936235 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 Category:Alkynols Category:Tertiary alcohols