Photoelectron, infrared, and theoretical study of the thermolysis of 4-azahepta-1,6-diyne: spectra of prop-2-ynylideneamine, H–C
C–CH
NH, and penta-3,4-diene-1-yne, CH2
C
CHC
CH
Abstract
The conditions for and products of thermolysis of 4-azahepta-1,6-diyne, (HCC–CH2)2NH, have been investigated by microwave, photoelectron, i.r., and mass spectrometric techniques. Prop-2-ynylideneamine, HC
C–CH
NH, is produced in good yield as well as penta-3,4-diene-1-yne, CH2
C
CH–C
CH, from (HC
C–CH2)2NH. Ionisation potential and vibrational data for HC
C–CH
NH, CH2
C
CH–C
CH, and the precursors have been obtained. The ionisation energies have been assigned with the aid of theoretical calculations. Photoelectron data on 3-aminopropyne, HC
CCH2NH2, have also been obtained.