THE ULTRAVIOLET ABSORPTION SPECTRA OF SOME CARBOXY DERIVATIVES OF NAPHTHALENE

1949 ◽  
Vol 27b (5) ◽  
pp. 437-461 ◽  
Author(s):  
Y. Hirshberg ◽  
R. Norman Jones

The ultraviolet absorption spectra of a variety of naphthalene compounds containing phenyl and carboxy substituents are described. The majority of the compounds contain either the naphthalene-1,2-dicarboxylic acid anhydride or the naphthalene-2,3-dicarboxylic acid anhydride ring systems. It is shown that in ethanolic solution the spectra of these anhydrides change over a period of a few hours. The spectra of the anhydrides in n-heptane or dioxane solution do not change on standing. The effects of the various substituents are discussed in terms of steric inhibition of resonance and of antagonistic and reinforcing actions of the substituents, dependent on the position of substitution. The significance of these data are considered in relation to the general problem of the interpretation of the ultraviolet absorption spectra of complex molecules.

1969 ◽  
Vol 47 (21) ◽  
pp. 4076-4083 ◽  
Author(s):  
H. L. Holmes ◽  
D. J. Currie

The half-wave potentials of phenyl substituted derivatives for each series of conjugated heteroenoid compounds studied follow a Hammett relationship. The effect of change in the functional groups and of increase in length of the conjugated system upon half-wave potentials and ultraviolet absorption maxima is briefly discussed. Terephthalylidene derivatives of active methylene compounds function like the cinnamylidene derivatives.


1969 ◽  
Vol 47 (17) ◽  
pp. 3278-3280 ◽  
Author(s):  
A. D. Delaney ◽  
D. J. Currie ◽  
H. L. Holmes

Conjugative and steric constants for N-substituted carboxyamide groups have been derived which allow the calculation of the long wavelength absorption maxima of N-alkyl- and N,N-dialkyl-derivatives of cinnamamide and benzalcyanoacetamide. Deviations between calculated and observed values indicate that there may be steric interference between bulky N,N-dialkylcarboxyamide groups and the benzylic hydrogen atom.


1952 ◽  
Vol 30 (4) ◽  
pp. 251-256
Author(s):  
G. Denis Thorn ◽  
L. R. C. Barclay

The preparation and ultraviolet absorption spectra of a number of methyl ethers and acetates of purpurogallin are given. The following derivatives of purpurogallin are, to our knowledge, not mentioned in the literature: a mono-acetate, m.p. 182-183 °C.; a diacetate I, m.p. 159–160 °C; a diacetate II, m.p. 208–209 °C.; a triacetate, m.p. 161.5–162.5 °C.; a monomethyl ether diacetate, m.p. 156–157 °C.; a dimethyl ether diacetate, m.p. 194-196 °C. Comparison of the ultraviolet absorption spectra with those determined for derivatives of known structure suggested the positions of the acetyl groups in the new substances now prepared.


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