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By A. I. Scott, D.H.R. Barton and W. Doering (Auth.)

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2. Absorption spectra of dimethylpoly-ynes CH8(G^C)nCH8 (in alcohol). ) dependence but rather exhibits a complementary set of shifts engendered by conformational changes at the y-position. T. E. bands in turn. T. T. bands of a,jS-unsaturated ketones can be made in a reliable way by use of Woodward's rules which may bç summarized as follows: (1) The average value for mono alkylated enones is 224m//. (2) The substitution for hydrogen of an alkyl group on the oc or jS-position of an a,j3-unsaturated ketone causes a red shift of ca.

Ring Size In general, the ring size of a cycloalkanone is determined conclusively by examination of the carbonyl stretching frequency in the 1700-1800 cm- 1 region of the infrared spectrum. Additional confirmation can be provided, >=o AcO/ III 36 THE ULTRAVIOLET SPECTRA OF NATURAL PRODUCTS especially in the five or six-membered examples, by determination of the i max value (Nos. 9). This could be of real diagnostic value in the case of a chromophore such as III, where resolution! of the )>C=0 stretching fre­ quency may be insufficient.

K . L . E V A N S and A . E . SOC, 65, 239 (1935). 565 (1943). 59. H . P . , 2892 (1950). 60. P. KARRER, N . J . Acta, 34, 1392 (1951). 61. D . H . R . BARTON, P. SHAFIQ, J. Chem. SOC, 140 (1958). 62. FIESER and M. FIESER, Steroids, p. 778 and refs. cited, Reinhold, New York (1959). 63. MICHELI, Tetrahedron Letters, 16,560(1961). 64. J. H. CHAPMAN and A. C. PARKER, J. Chem. Soc, 2675 (1961). 65. C. NAMBARA, Experientia, 17,565 (1961). 66. J. FISHMAN and T. NAMBARA, Chem. , 79 (1961). 67. G. S. HAMMOND, W.

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