Abstract
Measurement of a number of characteristic spectroscopic features of a series of mono-substituted acetic acids has been performed. Selected infrared, near infrared, ultraviolet, Raman, and nuclear magnetic resonance data are presented. Attempts have been made to correlate these data with the pKa values and Taft sigma constants. Correlation coefficients have been calculated, and their values are discussed in terms of various specific structural features.
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References
1.
See, for example,
Bellamy
L. J.
, The Infrared Spectra of Complex Molecules , 3rd ed. (Methuen , London , 1975 ).
2.
Hine
J.
, Physical Organic Chemistry , (McGraw-Hill , New York , 1962 ).
3.
Rappoport
Z.
, Handbook of Tables for Organic Compound Identification (The Chemical Rubber Co. , Cleveland , 1967 ).
4.
Goulden
J. D. S.
, Spectrochim. Acta 6 , 129 (1954 ).
5.
Katon
J. E.
and
Sinha
D.
, Appl. Spectrose. 25 , 497 (1971 ).
6.
Gillette
R. H.
, J. Am. Chem. Soc. 58 , 1143 (1936 ).
7.
Flett
M. St. C.
, J. Chem. Soc. 962 (1951 ).
8.
Jones
R. N.
and
Nadeau
A.
, Spectrochim. Acta 20 , 1175 (1964 ).
9.
McNeirney
J.
and
Slavin
W.
, Appl. Opt. 1 , 365 (1962 ).
10.Hewlett Packard Software Production , HP 3000 Statistical Analysis Routines (Nov. 1972 ), STAR/3000.
11.
Ginzburg
I. M.
and
Tarosov
B. P.
, Zh. Obshch. Khim. 42 , 2740 (1972 ).
12.
Ahlen
G.
and
Caldin
E. F.
, Q. Rev. (London) 7 , 255 (1953 ).
13.
Davies
M. M.
and
Sutherland
G. B. B. M.
, J. Chem. Phys. 6 , 755 (1938 ).
14.
Colthup
N. B.
Daly
L. H.
, and
Wiberley
S. E.
, Introduction to Infrared and Raman Spectroscopy , 2nd ed. (Academic Press , New York , 1975 ), p. 281 .
15.
Ungnade
H. E.
and
Lamb
R. W.
, J. Am. Chem. Soc. 74 , 3789 (1952 ).
16.
Patai
S.
Simonetta
M.
, and
Carra
S.
, The Chemistry of Carboxylic Acids and Esters (Wiley , London , 1969 ).
17.
Hosoya
H.
Tanaka
J.
, and
Nagakura
S.
, J. Mol. Spectrosc. 8 , 257 (1962 ).
18.
Ito
M.
, J. Mol. Spectrosc. 4 , 144 (1960 ).
19.
Lambert
J. B.
Shurvell
J. F.
Verbit
L.
Cooks
R. G.
, and
Stout
G. H.
, Organic Structural Analysis (Macmillan , New York , 1976 ), p. 31 .
20.
Wheeler
O. H.
, Chem. Rev. 59 , 629 (1959 ).
21.
Holman
R. T.
and
Edmondson
P. R.
, Anal. Chem. 28 , 1533 (1956 ).
22.
Conley
R. T.
, Infrared Spectroscopy , (Allyn and Bacon , Boston , 1966 ), pp. 227 –239 .
23.
Pfaffenberger
R. C.
and
Patterson
J. H.
, Statistical Methods for Business and Economics (Richard D. Irwin , Homewood, IL , 1977 ).
24.
Ehrenberg
A. S. C.
, Data Reduction (Wiley , London , 1975 ).
25.
Johnson
N. L.
and
Leone
F. C.
, Statistics and Experimental Design In Engineering and the Physical Sciences (Wiley , New York , 1964 ).