Nomenclature
CAS number: 107-19-7
2-Propyn-1-ol.
C
3H
4O; mol wt 56.06.
C 64.27%, H 7.19%, O 28.54%.
Description and references
Prepd by heating β-bromoallyl alcohol with
conc KOH: Henry, Ber. 5, 456, 569 (1872); 6, 729 (1873); 14, 404 (1881);
from formaldehyde and sodium acetylide: Henne, Greenlee, J. Am. Chem. Soc. 67, 484 (1945);
from epichlorohydrin + sodium: Eglinton et al., J. Chem. Soc. 1952, 2873; from
acetylene and formaldehyde: Reppe, Ann. 596, 1 (1955). Toxicity study: W. Guilian, B. Naibin, Chemosphere 36, 1475 (1998).
Properties
Moderately volatile liquid. Mild geranium odor.
d420 0.9715. mp -52 to -48°. bp760 114-115°; bp490.3 100°; bp147.6 70°; bp35.4 40°; bp20.6 30°; bp11.6 20°. nD20 1.43064. Viscosity at 20° = 1.68 cP.
Flash pt 33°C. Spec heat: 0.616 cal/g. Misc with water, benzene, chloroform,
1,2-dichloroethane, ethanol, ether, acetone, dioxane, tetrahydrofuran,
pyridine. Appreciable heat is evolved on mixing with pyridine. Moderately
sol in carbon tetrachloride. Immiscible with aliphatic hydrocarbons.
With water, propargyl alcohol forms an azeotrope, bp 97.5°. This mixture has a composition
of 39.5 parts by weight of propargyl alcohol and 60.5 parts of water.
Polymerized by heat or caustic. Acidified aq solns are resistant
to polymerization. LD50 in rats, mice
(mg/kg): 20, 50 orally (Guilian, Naibin).Caution
Potential symptoms of overexposure
are irritation of skin, mucous membranes; CNS depression. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 264.