Acylarylnitrosamines. Part V. Decompositions of N-nitrosobenzanilides in carbon tetrachloride and benzene: the formation of carboxylic acids, anhydrides, and arynes

Author(s):  
J. I. G. Cadogan ◽  
D. M. Smith ◽  
J. B. Thomson
1957 ◽  
Vol 35 (12) ◽  
pp. 1555-1560 ◽  
Author(s):  
P. M. G. Bavin ◽  
William J. Canady

The O–H stretching frequencies, in carbon disulphide, of a number of phenols have been determined. Linear relationships were observed on plotting the stretching frequency against pKA in water. Polar substituted phenols were found to fall along one line, while phenols substituted with aliphatic groups were found to fall along another line of different slope. A change of slope is observed when the stretching frequencies of phenols are plotted against pKA measured in alcohol–water mixtures.Using Goulden's O–H stretching frequencies of carboxylic acids measured in carbon tetrachloride, an attempt has been made to explain the observed deviations from a single straight line in terms of electrostatic effects in the ionizing solvent. The results indicate that for the substances examined, such effects are not responsible for the observed deviations.


1989 ◽  
Vol 42 (1) ◽  
pp. 61 ◽  
Author(s):  
EW Della ◽  
J Tsanaktsidis

Bridgehead carboxylic acids can be converted into their corresponding chlorides very efficiently under Barton halodecarboxylation conditions. Addition of the acid chloride to a suspension of the sodium salt of 1-hydroxypyridine-2(1H)- thione in boiling carbon tetrachloride under irradiation leads to excellent yields of the bridgehead chloride via the derived thiohydroxamic ester. In a useful modification for the synthesis of volatile halides, either 1,1,1-trichloro-2,2,2-trifluoroethane or trichlorofluoromethane can be employed as substitute solvents. It is found that the Barton procedure is applicable to the synthesis of labile bromides such as 1-bromobicyclo[3.1.1]heptane for which the usual Hunsdiecker reaction fails. For these, and other brominations , 2-bromo-2-chloro-1,1,1-trifluoroethane ('Halothane') is shown to function as an efficient solvent/bromine atom donor.


1961 ◽  
Vol 39 (8) ◽  
pp. 1625-1632 ◽  
Author(s):  
F. E. Murray ◽  
S. Sundaram

Infrared spectra of benzoic, o-chlorobenzoic, and salicylic acids in the range 700 to 3800 cm−1 have been studied. Measurements have been made on the three acids in carbon tetrachloride and benzene solutions, at a number of concentrations in each case. The results are interpreted in terms of the molecular species present in each solution and the effect of the solvents on these species. Assignments have been made of the observed bands to the various vibrational modes characteristic of the COOH group.


1967 ◽  
Vol 40 (1) ◽  
pp. 27-32 ◽  
Author(s):  
Tatsuya Sekine ◽  
Muneo Isayama ◽  
Sumiko Yamaguchi ◽  
Hiromitu Moriya

Sign in / Sign up

Export Citation Format

Share Document