Pinacol

Pinacol

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
CAS Number	76-09-5 Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:131185 N
ChemSpider	21109330 Y
ECHA InfoCard	100.000.849
InChI InChI=1S/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H3 Y Key: IVDFJHOHABJVEH-UHFFFAOYSA-N Y
SMILES CC(C)(O)C(C)(C)O CC(C)(O)C(C)(C)O
Properties
Chemical formula	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
Safety data sheet	External MSDS
S-phrases (outdated)	S24 S25
Flash point	77 °C (171 °F; 350 K)
Related compounds
Related compounds	Pinacolone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Pinacol is a white solid organic compound. It is a diol that has hydroxyl groups (-OH) on vicinal carbon atoms.

It may be produced by the pinacol coupling reaction from acetone:

As a vicinal-diol, it can rearrange to pinacolone by the pinacol rearrangement, e.g. by heating with sulfuric acid:

Pinacol can be used with borane and boron trichloride to produce useful synthetic intermediates such as pinacolborane, bis(pinacolato)diboron, and pinacolchloroborane.