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

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.

Molbank ◽  
10.3390/m1031 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1031
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Yulian Voynikov

The compound in the title was prepared by reaction between tryptamine and ibuprofen using N,N′-dicyclohexylcarbodiimide as a “dehydrating” reagent. The structure of the newly synthesized compound was determined by nuclear magnetic resonance (NMR) (1H-NMR and 13C-NMR), UV, IR, and mass spectral data.


1982 ◽  
Vol 54 (11) ◽  
pp. 1772-1777 ◽  
Author(s):  
Alan P. Uthman ◽  
Jerry P. Koontz ◽  
Judy. Hinderliter-Smith ◽  
W. Stephen. Woodward ◽  
Charles N. Reilley

1978 ◽  
Vol 33 (12) ◽  
pp. 1563-1564
Author(s):  
H. Parlar

Photoreactions of 2-exo-bromo-5,6,7,8,9,9- hexachloro-1,2,4 a, 5,8,8 a-hexahydro-5,8-methanonaphthaline (1) were studied in the presence of acetophenone. With the help of column chromatography an unusual isomerisation product (3) was isolated, whose structure was established by spectral data obtained by mass spectrometry, infrared spectroscopy, and 1H nuclear magnetic resonance measurements.


2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1984361
Author(s):  
Milena G. Curcino Vieira ◽  
Raimundo Braz Filho ◽  
Ivo. J. Curcino Vieira

A novel limonoid named curcinomarcoide (1) was isolated from Trichilia hirta and characterized on the basis of its nuclear magnetic resonance and mass spectrometry spectral data and comparison with literature data.


1973 ◽  
Vol 131 (2) ◽  
pp. 429-432 ◽  
Author(s):  
M. S. Stoll ◽  
G. H. Elder ◽  
D. E. Games ◽  
P. O'Hanlon ◽  
D. S. Millington ◽  
...  

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.


1981 ◽  
Vol 36 (1) ◽  
pp. 125-126 ◽  
Author(s):  
H. Parlar ◽  
Y. Inanici

Abstract Photoreactions of 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo, endo-5,8-dimethano-naphthaline (1) were studied in acetone with wavelengths above 290 nm. With the help of column chromatography an unusual isomerisation product (4) could be isolated, whose structure was established by spectral data obtained by mass spectrometry infrared spectroscopy, 1H and 13C nuclear magnetic resonance measurements.


1987 ◽  
Vol 65 (9) ◽  
pp. 2024-2026 ◽  
Author(s):  
Teodoro S. Kaufman ◽  
Mirta P. Mischne ◽  
Manuel Gonzalez-Sierra ◽  
Edmundo A. Ruveda

The synthesis of the cleistanthane-type diterpene 13 (8-β(H), 14-β-ethyl, 13-methylene podocarpane), a dihydro epimer of the natural product 6, is described. By comparison of the 13C nuclear magnetic resonance spectral data of 13 and related compounds with those reported for 6, the stereochemistry of the C-14 side chain of the latter was confirmed.


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