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.
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Preferred IUPAC name
2-Methylbut-3-yn-2-ol | |
Other names
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3D model (JSmol)
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ECHA InfoCard | 100.003.700 |
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UN number | 1987 |
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Properties | |
C5H8O | |
Molar mass | 84.118 g·mol−1 |
Appearance | Colorless liquid |
Density | 0.8637 g/cm3 |
Melting point | 3 °C (37 °F; 276 K) |
Boiling point | 104 °C (219 °F; 377 K) |
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Danger | |
H225, H226, H302, H315, H318, H319, H335, H361 | |
P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501 | |
Flash point | 20 °C (68 °F; 293 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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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.
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]
In this regard, 2-methylbut-3-yn-2-ol is used similarly to trimethylsilylacetylene.