7969. Pyridazine

Nomenclature

CAS number: 289-80-5
1,2-Diazine; orthodiazine; oizine.
C4H4N2; mol wt 80.09.
C 59.99%, H 5.03%, N 34.98%.

Description and references

Prepd from maleic hydrazide: Mizzoni, Spoerri, J. Am. Chem. Soc. 73, 1873 (1951). Resonance energy and position of double bonds: Maccoll, J. Chem. Soc. 1946, 671.

Chemical structure

Properties

Liquid. d418 1.107; d423.5 1.1035. mp -8°. bp760 208°; bp14 87°; bp1.0 48°. nD23.5 1.52311. Dipole moment in dioxane at 35° = 3.94. uv max: 338 nm. Resonance energy: 22 kcal. Miscible with water, benzene, DMF. Freely sol in methanol, ethanol, ether. Practically insol in petr ether.

Derivative

Hydrochloride.
C4H4N2.HCl; mol wt 116.55.
C 41.22%, H 4.32%, N 24.04%, Cl 30.42%.

Properties

Yellow solid, mp 161-163°.