Abstract
The only characteristic feature of ethers by which they can be identified from their infra-red spectra is the very intense absorption arising from the single bond C—O— stretching vibration. It has been seen that in alcohols this occurs near 1050 cm−1 in structures containing the CH2OH group, but that this frequency is very sensitive to environmental changes, so that even chain branching, as in secondary alcohols, causes a shift towards 1100 cm−1. In the case of ethers, therefore, it is not to be expected that this band position will be constant, particularly as in this case interactions will occur between the C—O— and O—R vibrations, so that the nature of the substituents on either side of the link will be liable to alter the frequency. However, correlations are possible for limited types of structure, as in the case of the alcohols, and the group CH2—O—CH2, for example, can be expected to absorb within a considerably narrower range than the 1150–1000 cm−1 which was originally given by Lecomte [1] for saturated ethers as a whole. However, although the band arising from this structure can usually be recognised from its very high intensity, this correlation cannot be used to give more than a possible indication of the presence of this group. This is due to the influence of structural changes on the frequency.
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Bibliography
Lecomte, Traité de Chimie Organique (ed. Grignard et Baud, Masson et Cie, Paris, 1936), 2, 143.
Colthup, J. Opt. Soc. Amer., 1950, 40, 397.
Barnes Gore, Liddel and Van Zandt Williams, Infra-red Spectroscopy (Reinhold, 1944 ).
Randall, Fowler, Fuson and Dangl, Infra-red Determination of Organic Structures (Van Nostrand, 1949 ).
Herzberg, Infra-red and Raman Spectra of Polyatomic Molecules (Van Nostrand, 1945), p. 340.
Bonner, J. Chem. Phys., 1937, 5, 704.
Thompson and Cave, Trans. Faraday Soc., 1951, 47, 946.
Field, Cole and Woodford, J. Chem. Phys., 1950, 18, 1298.
Shreve, Heether, Knight and Swern, Analyt. Chem., 1951, 23, 277.
Milone and Borello, Gazz. Chim. Italia, 1951, 81, 368.
Hall, Philpotts, Stern and Thain, J. Chem. Soc., 1951, 3341.
Tuot and Barchewitz, Bull. Soc. chim. (France), 1950, 851.
Sheppard, Discuss. Faraday Soc., 1950, 9, 322.
Giguère, J. Chem. Phys., 1950, 18, 88.
Taylor, ibid., 898.
Leadbeater, Compt. Rend. Acad. Sci. Paris, 1950, 230, 829.
Shreve, Heether, Knight and Swern, Analyt. Chem., 1951, 23, 282.
Minkoff, Discuss. Faraday Soc., 1950, 9, 320.
Whitcomb, Moorhead and Sharp, Symposium on Molecular Structure and Spectrography (Ohio, 1950 ).
Raley, Rust and Vaughan, J. Amer. Chem. Soc., 1948, 70, 1336.
Dollish, Fateley and Bentley, Characteristic Raman Frequencies of Organic Compounds ( Wiley, New York, 1974 ).
Briner, Susz and Dallwigk, Arch. Sci. Phys. Nat., 1951, 4, 199.
Susz, Dallwigk and Briner, ibid., 202.
Briner, Susz and Dallwigk, Compt. Rend. Acad. Sci. Paris, 1952, 234, 1932.
Briner and Dallwigk, Helv. Chim. Acta, 1956, 39, 1446, 1826.
Idem, Compt. Rend. Acad. Sci. Paris, 1956, 243, 630.
Criegee, Kerckow and Zinke, Chem. Ber., 1955, 88, 1878.
Garvin and Schubert, J. Phys. Chem., 1956, 60, 807.
Allison and Stanley, Analyt. Chem., 1952, 29, 630.
Tschamler and Leutner, Monatsh., 1952, 83, 1502.
Barrow and Searles, J. Amer. Chem. Soc., 1953, 75, 1175.
Barker, Bourne, Stacey and Whiffen, J. Chem. Soc., 1954, 171.
Barker, Bourne, Stephens and Whiffen, ibid., 1954, 3468, 4211.
Barker and Stephens, ibid., 1954,4550.
Whistler and House, Analyt. Chem., 1953, 25, 1463.
Tschamler, Spectrochim. Acta., 1953, 6, 95.
Bergmann and Pinchas, Rec. trav. chim., 1952, 71, 161.
Lagrance and Mastagli, Compt. Rend. Acad. Sci. Paris, 1955, 241, 1947.
Mashiko, Saeki, Nukada, Kanazawa and Sazuki, Proc. International Symp., Tokyo, 1962, A,220.
Chakhovskoy, Martin and Van Nechel, Bull. Soc. Chim. Beiges, 1956, 65, 453.
Philpotts, Evans and Sheppard, Trans. Faraday Soc., 1955, 51, 1051.
Price and Osgan, J. Amer. Chem. Soc., 1956, 78, 4787.
Kimoto, Pharm. Soc. Japan, 1955, 75, 763.
Meakins, J. Chem. Soc., 1953, 4170.
Lord and Nolin, J. Chem. Phys., 1956, 24, 656.
Patterson, Analyt. Chem., 1954, 26, 823.
Gunthard, Heusser and Furst, Helv, Chim. Acta, 1953, 36, 1900.
Tschamler and Voetter, Monatsh., 1952, 83, 303, 1228.
Jones and Sandorfy, Chemical Applications of Spectroscopy ( Interscience, New York, 1956 ), p. 438.
Minkoff, Proc. Roy. Soc., 1954, A.224, 176.
Williams and Mosher, Analyt. Chem., 1955, 27, 517.
Karyakin, Nikitin and Ivanov, Zhur. Fiz. Khim., 1953, 27, 1856.
Swern, Witnauer, Eddy and Parker, J. Amer. Chem. Soc., 1955, 77, 5537.
Criegee and Paulig, Chem. Ber., 1955, 88, 712.
Milos and Mageli, J. Amer. Chem. Soc., 1953, 75, 5970.
Nukada, Spectrochim. Acta, 1962, 18, 745.
Nukada, Bull. Chem. Soc. Japan, 1961, 34, 1615, 1624; 1962, 35, 3.
Little and Martell, J. Phys. Colloid Chem., 1949, 53, 472.
Perchard, Spectrochim. Acta, 1970, 26A, 707.
Weisner, Laidlaw, Kreuger and Fuhrer, Spectrochim. Acta, 1968, 27A, 1055.
Weisner and Kreuger, Spectrochim. Acta, 1970, 26A, 1349.
Derovault and Forel, Spectrochim. Acta, 1969, 25A, 67.
Snyder and Zerbi, Spectrochim. Acta, 1967, 23A, 391.
Stephenson, Coburn and Wilkox, Spectrochim. Acta, 1961, 17, 933.
Mooney, Spectrochim. Acta, 1963, 19, 877.
Green, Spectrochim. Acta, 1962, 18, 39.
Garrigou Legranfe, Lebas and Josien, Spectrochim. Acta, 1958, 12, 305.
Rai and Upadhya, Spectrochim. Acta, 1966, 22, 1427.
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© 1975 L. J. Bellamy
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Bellamy, L.J. (1975). Ethers, Peroxides and Ozonides. In: The Infra-red Spectra of Complex Molecules. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-6017-9_7
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