Structure via PubChem · Public domain (PubChem)
pinacol
Sign in to saveAlso 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.
In the Vinony graph
Within Vinony's link graph, pinacol is referenced by 19 other articles, and connects out to acid, alcohols and mass density.
It is catalogued under topics including Alkanediols, Chembox having GHS data and Chembox image size set.
Its subject is documented across 22 Wikipedia language editions.
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
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- fatty alcohol
- Has part
- carbon
- Mass
- 118.099
Show 5 more facts
- chemical formula
- C₆H₁₄O₂
- Commons category
- Pinacol
- canonical SMILES
- CC(C)(C(C)(C)O)O
- melting point
- 44.0
- found in taxon
- Streptomyces
via Wikidata · CC0
~1 min read
Encyclopedic overview
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:
Excerpted from Wikipedia’s “pinacol” article, available under the CC BY-SA 4.0 licence.