scholarly journals Isocoproporphyrin: nuclear-magnetic-resonance- and mass-spectral methods for the determination of porphyrin structure

1973 ◽  
Vol 131 (2) ◽  
pp. 429-432 ◽  
Author(s):  
M. S. Stoll ◽  
G. H. Elder ◽  
D. E. Games ◽  
P. O'Hanlon ◽  
D. S. Millington ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectral Methods ◽  
Reductive Alkylation ◽  
New Techniques ◽  
Mass Spectral ◽  
Shift Reagents ◽  
Nuclear Magnetic

The use of ‘shift reagents’ in the determination of n.m.r. spectra, and of reductive alkylation in combination with g.l.c.–mass spectrometry, facilitates assignment of the order of substituents in porphyrins, and the application of these new techniques to isocoproporphyrin is described.

Friedel–Crafts alkylation of benzene with 1,1-d2-1-chloropropane

1970 ◽  
Vol 48 (5) ◽  
pp. 858-862 ◽  
Author(s):  
C. C. Lee ◽  
D. J. Woodcock
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectral Data ◽  
Reaction Medium ◽  
Side Chain ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Alkylation Of Benzene ◽  
Nuclear Magnetic

The AlCl3 catalyzed reaction of 1,1-d2-1-chloropropane with benzene was carried out in excess benzene at about 5° or in 1,2,4-trichlorobenzene as solvent at 0°. The products, n-propylbenzene and isopropylbenzene, were examined by nuclear magnetic resonance and mass spectrometry. The results indicated only very minor amounts of isotope position scrambling in the propyl side chain, suggesting no major involvement of protonated cyclopropane intermediates in the reaction. The mass spectral data, however, demonstrated that the products are quite labile in the reaction medium, with extensive intermolecular hydride and deuteride transfers taking place.

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