The dipole moments of cis- and trans-azobenzenes and of some related compounds
The dipole moments of cis- and trans-azobenzenes and of some related compounds
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DOI:
10.1039/jr9390000531
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发表时间:
1939-01-01
期刊:
影响因子:
--
通讯作者:
Le Fevre, RJW
中科院分区:
文献类型:
--
作者:
Hartley, GS;Le Fevre, RJW
532 Hartley and Le F2vre: The Dipole Moments of cis-and1. cis-and trans-Axobenzenes and their Photochemical Equilibrium in Benzene Solution.-The measurements in this section were made with specimens of cis-and trans-azobenzene prepared by one of us (Hartley, Nature, 1937, 140, 281; J., 1938, 633). For details and mp's, the second reference may be consulted. It is of interest that the earlier dipole-moment determinations for azobenzene, made, before the cis-isomeride was discovered, by Bergmann, Engel, and Sandor (Bey., 1930, 63, 2572), agree well with the measurements set out in (A), notwithstanding that these authors do not mention any precautions against light. Our work under ordinary laboratory conditions has always led to results of which the three in (B) are samples. This point has been the subject of previous comment (Chew. and Ind., 1938, 57,255). In Table I1 are given the apparent dipole-moment values indicated by the figures of paragraphs (A)-(D), combined with an estimate of 67 CC for the distortion polarisation of both forms of azobenzene. This figure is taken from the total polarisations obtained in the first set of measurements above, and should therefore include a fuller correction for atomic polarisation than would the Na-D line refraction-the recorded values for which are all lower: Duval (Compt. rend., 1911, 153, 875) gives [RL] for the Li line, h= 670.5, as 62.28 CC; Auwers and Heimke (Bey., 1928, 61, 1030) give d?, 8.10 1.0362 and n~*'l* 1.62662, whence [RLI0 is 62.22 CC; recently, Auwers (Ber., 1938, 71, 611) has reported for solutions of cis-and trans-azobenzenes in quinoline and a-methylnaphthalene [RLID 59-40 CC and 63-64 CC respectively. The refraction calculated from the sum of the appropriate atomic and constitutive refractions is of the order 57 CC (Auwers, Zoc. cit., 1938). If a distortion polarisation of 63 cc-instead of 67 cc-is taken for cis-azobenzene, p is raised from 3-02 to 3.05. TABLE 11.