3869. Etioporphyrin
Nomenclature
CAS number: 26608-34-4
2,7,12,18-Tetraethyl-3,8,13,17-tetramethyl-21H,23H-porphine; 1,3,5,8-tetramethyl-2,4,6,7-tetraethylporphine; etioporphyrin III; mesoetioporphyrin. C32H38N4; mol wt 478.67.
C 80.29%, H 8.00%, N 11.70%.
Description and references
Occurs in Bavarian oil shale, crude petr, ozokerite, amber, cannel coal and other hard varieties of bituminous coal: Treibs, Ann. 510, 60 (1934); 517, 184 (1935); Angew. Chem. 49, 682 (1936). Prepd by decarboxylation of mesoporphyrin IX: Fischer, Treibs, Ann. 466, 191, 206 (1928). Synthesis: Fischer, Stangler, Ann. 462, 265 (1928); Johnson et al., J. Chem. Soc. 1959, 3416. Structure: Abraham et al., ibid. 1961, 3468. Review: Rimington, Kennedy, in M. Florkin, H. S. Mason, Comparative Biochemistry (Academic Press, New York, 1962) pp 557-614.
Properties
Long prismatic needles or butterflies from pyridine or from chloroform-petr ether, mp 360-363°. pKa 18. Absorption max: 246, 269, 396, 497, 532, 566, 620, 645 nm (log ε 3.90, 3.89, 5.22, 4.13, 3.99, 3.81, 3.65, 2.62).Derivative
Copper salt.C32H36N4Cu; mol wt 540.20.
C 71.15%, H 6.72%, N 10.37%, Cu 11.76%.
Properties
Red needles from pyridine-acetic acid.Derivative
Magnesium salt.C32H36N4Mg; mol wt 500.96.
C 76.72%, H 7.24%, N 11.18%, Mg 4.85%.