pinacol
Also known as Tetramethylethylene glycol, 1,1,2,2-Tetramethylethylene glycol, 2,3-Dimethyl-2,3-butanediol, 2,3-Dimethyl-2,3-dihydroxybutane, 2,3-Dihydroxy-2,3-dimethylbutane, 2,3-dimethylbutane-2,3-diol
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction.
Chemical data
- Formula
- C6H14O2
- Molecular weight
- 118.17 g/mol
- IUPAC name
- 2,3-dimethylbutane-2,3-diol
- SMILES
- CC(C)(C(C)(C)O)O
- InChIKey
- IVDFJHOHABJVEH-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
~1 min read
Article
4 sectionsContents
- Preparation
- Reactions
- See also
- References
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction.
==Preparation== It may be produced by the pinacol coupling reaction from acetone: