2748. Cyclopropane

Nomenclature

CAS number: 75-19-4
Trimethylene.
C3H6; mol wt 42.08.
C 85.63%, H 14.37%.

Description and references

Prepd by reduction of 1,2-dibromocyclopropane with zinc and alcohol: Lott, Christiansen, J. Am. Pharm. Assoc. 19, 341 (1930); Schlatter, J. Am. Chem. Soc. 63, 1733 (1941); from 1,3-dibromopropane with zinc and alcohol in absence of water: Ashdown et al., ibid. 58, 850 (1936); by the action of sodium vapor on 1,3-dibromopropane: Bawn, Hunter, Trans. Faraday Soc. 34, 608 (1938); from 1,3-dichloropropane heated with an excess of zinc dust, iodine and ethanol in 80% yield: Hass et al., Ind. Eng. Chem. 28, 1178 (1936); from 1,3-dichloropropane with zinc in presence of sodium iodide: US 2102556 (1937); cf. US 2098239; GB 498225; US 2211787; US 2235679; US 2235762; US 2240513; US 2240514; US 2242235. From ethylene by the reaction with methylene iodide and a zinc-copper couple in 29% yield: Simmons, Smith, J. Am. Chem. Soc. 80, 5323 (1958); Chem. Eng. News 36, 40 (Dec 8, 1958).

Chemical structure

Properties

Gas with characteristic odor resembling that of petr ether. mp -127°. bp -33°. Flammable. Liquefies at 4-6 atms. One liter of cyclopropane (at 1 atm, 0°) weighs 1.879 g. One vol of cyclopropane dissolves in about 2.7 vols of water at 15°. Freely sol in alcohol, ether. Sol in fixed oils. Concd H2SO4 absorbs the gas readily.

Caution

Mixture of cyclopropane with oxygen or air may explode when brought in contact with a flame or other causes of ignition. Explosive limits (% by vol in air), lower: 2.41; upper: 10.3. The explosibility is greater than that of other anesthetic-oxygen mixtures because of the comparatively larger amounts of oxygen that are compatible with cyclopropane anesthesia. Rich oxygen mixtures are therefore to be avoided.

Therapeutic Category

Anesthetic (inhalation).

Therapeutic Category (Veterinary)

Anesthetic (inhalation).

Keywords

Anesthetic (Inhalation)