Abstract
The possibilities of detection of acetylenic links in unknown materials depend largely on the degree of substitution at the triple bond. Mono-substituted acetylenes can be readily identified by the highly characteristic ≡C—H stretching vibration and also by the C≡C vibration, which gives a strong band when the triple bond is situated at the end of the chain. In di-substituted materials the former band is, of course, absent, whilst the second is very variable in intensity, depending on the position of the triple bond. In symmetrical structures the C≡C absorption is often too weak to be detectable, and in these circumstances there is no sure way of recognising this type of bond, other than by the corresponding Raman spectrum. On the other hand, when the C≡C stretching band is present, its position is highly characteristic, whilst the usual shifts arising from conjugation and from aromatic substitution are also very informative.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Bibliography
Herzberg and Reid, Discuss. Faraday Soc., 1950, 9, 92.
Fox and Martin, Proc. Roy. Soc., 1940, A175, 208.
Randall, Fowler, Fuson and Dangl, Infra-red Determination of Organic Structures (Van Nostrand, 1949 ).
Sheppard, J. Chem. Phys., 1949, 17, 74.
Wotiz and Miller, J. Amer. Chem. Soc., 1949, 71, 3441.
Wotiz, Miller and Palchak, ibid., 1950, 72, 5055.
Herzberg, Molecular Spectra and Molecular Structure: Diatomic Molecules (Van Nostrand, 1950), p. 279.
Hibben, The Raman Effect and its Chemical Application (Reinhold, 1939), pp. 200 ff.
Herzberg, Infra-red and Raman Spectra of Polyatomic Molecules (Van Nostrand, 1945) p. 323.
Henne and Nager, J. Amer. Chem. Soc., 1951, 73, 1042.
Wu, Vibrational Spectra and Structure of Polyatomic Molecules (Edwards, 1946), p. 176.
Crawford, J. Chem. Phys., 1940, 8, 526.
Linnett and Avery, ibid., 1938, 6, 686; cf. also Herzberg, op. cit., p. 339.
Thompson and Harris, Trans. Faraday Soc., 1944, 40, 295.
Bellamy, Advances in Infra-red Group Frequencies ( Methuen, London, 1968 ).
Dollish, Fateley and Bentley, Characteristic Raman Frequencies of Organic Compounds ( Wiley, New York, 1974 ).
Nyquist and Muelder, J. Mol. Structure, 1968, 2, 465.
Nyquist, Spectrochim. Acta, 1971, 27A, 2531.
Wotiz and Celmer, J. Amer. Chem. Soc., 1952, 74, 1860.
Sheppard and Simpson, Quarterly Reviews, 1952, 6, 1.
Blomquist, Bürge, Huang Liu, Bohrer, Sucry and Kleis, J. Amer. Chem. Soc., 1951, 73, 5510.
Miller and Hannan, J. Chem. Phys., 1953, 21, 110.
Oroshnik, Mebane and Karmas, J. Amer. Chem. Soc., 1953, 75, 1050.
Celmer and Solomons, ibid., 1372.
Allan, Meakins and Whiting, J. Chem. Soc., 1955, 1874.
Mathis, Barthelot, Charrier and Mathis, J. Mol. Structure, 1968, 1, 481.
Cook, Jones and Whiting, ibid., 1952, 2883.
Bohlmann, Chem. Ber., 1955, 88, 1755.
Bohlmann and Viehe, ibid., 1955, 88, 1017, 1245.
Schubach and Trmtschold, Annalen, 1955, 594, 67.
Georgieff, Cave and Blakie, Amer. Chem. Soc., 1954, 76, 5494.
Henne and Finnegan, ibid., 1949, 71, 298.
Nyquist and Potts, Spectrochim. Acta, 1960, 16, 419.
Gensler, Mahadeven and Casella, J. Amer. Chem. Soc., 1956, 78, 163.
Sörensen and Sörensen,, Acta Chem. Scand., 1954, 8, 1741, 1763.
Bohlmann and Mannhardt, Chem. Ber., 1955, 88, 1330.
Theus, Surber, Colombi and Schinz, Helv. Chim. Acta, 1955, 38, 239.
Gamboni, Theus and Schinz, ibid., 255.
Grob and Fischer, ibid., 1794.
Sacher, Davidshon and Miller, Spectrochim. Acta, 1970, 26A, 1011.
Christensen and Engelsen, Spectrochim. Acta, 1970, 26A, 1743.
Sacher, Park, Miller and Brown, Spectrochim. Acta, 1972, 28A, 1361.
Moritz, Spectrochim. Acta, 1967, 23A, 167.
Wotiz and Mancuso, J. Org. Chem., 1957, 22, 207.
Borisov and Sverdlov, Optics and Spectroscopy, 1963, 15, 14.
Petrov, Jakoleva and Kormer, Optics and Spectroscopy, 1959, 7, 237.
Rights and permissions
Copyright information
© 1975 L. J. Bellamy
About this chapter
Cite this chapter
Bellamy, L.J. (1975). Alkynes and Allenes. In: The Infra-red Spectra of Complex Molecules. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-6017-9_4
Download citation
DOI: https://doi.org/10.1007/978-94-011-6017-9_4
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-011-6019-3
Online ISBN: 978-94-011-6017-9
eBook Packages: Springer Book Archive