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| Names | |
|---|---|
| Preferred IUPAC name 2,3-Dimethylbutane-2,3-diol | |
| Other names 2,3-Dimethyl-2,3-butanediol Tetramethylethylene glycol 1,1,2,2-Tetramethylethylene glycol Pinacone | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| ECHA InfoCard | 100.000.849 |
| EC Number |
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| UNII | |
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| Properties | |
| C6H14O2 | |
| Molar mass | 118.174 g/mol |
| Appearance | White solid |
| Density | 0.967 g/cm3 |
| Melting point | 40 to 43 °C (104 to 109 °F; 313 to 316 K) |
| Boiling point | 171 to 173 °C (340 to 343 °F; 444 to 446 K) |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H228,H315,H319,H335 | |
| P210,P240,P241,P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P321,P332+P313,P337+P313,P362,P370+P378,P403+P233,P405,P501 | |
| Flash point | 77 °C (171 °F; 350 K) |
| Safety data sheet (SDS) | External MSDS |
| Related compounds | |
Related compounds | Pinacolone |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Pinacol is a branchedalcohol which finds use in organic syntheses. It is adiol that hashydroxyl groups onvicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing thepinacol rearrangement in the presence ofacid and for being the namesake of thepinacol coupling reaction.
It may be produced by thepinacol coupling reaction fromacetone:[1]
As avicinal diol, it can rearrange topinacolone by thepinacol rearrangement, e.g., by heating withsulfuric acid:[2]
Pinacol can be used with borane and boron trichloride to produce useful synthetic intermediates such aspinacolborane,bis(pinacolato)diboron,[3] andpinacolchloroborane.
