7439. Pinacol

Nomenclature

CAS number: 76-09-5
2,3-Dimethyl-2,3-butanediol; pinacone; tetramethylethylene glycol.
C6H14O2; mol wt 118.17.
C 60.98%, H 11.94%, O 27.08%.

Description and references

Prepd by the reduction of acetone: Holleman, Rec. Trav. Chim. 25, 206 (1906); R. Adams, E. W. Adams, Org. Synth. coll. vol. I, 459 (2nd ed., 1941); DE 233894 in Frdl. 10, 1000. Convenient lab procedure: L. F. Fieser, Experiments in Organic Chemistry (Boston, 3rd ed., 1955) p 101. Crystal structure: G. A. Jeffrey, A. Robbins, Acta Crystallogr. B34, 3817 (1978).

Chemical structure

Derivative

Hexahydrate.
C6H14O2.6H2O; mol wt 226.27.
C 31.85%, H 11.58%, O 56.57%.

Properties

Four-sided plates from water. mp 45.4°; d15 0.967 (supercooled liquid). The anhydr compd crystallizes in needles from alc or ether, mp 41.1°; bp760 174.4°. Freely sol in hot water, in alc, in ether; slightly sol in cold water, carbon disulfide.

Derivative

Dimethyl ether.
C8H18O2; mol wt 146.23.
C 65.71%, H 12.41%, O 21.88%.

Properties

Liquid. Agreeable odor. bp 144°.