Conclusions
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1.
Determination has been made of the polarizability parameters for the benzyl group in benzyl chlorides, and study made of the depatures of these parameters from additivity and from the corresponding values for the benzyl bromides.
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2.
The conformations of the benzyl chlorides are characterized by shielding of the aromatic ring by one of the CH2Cl group C-H bonds.
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B. A. Arbuzov, S. G. Vul'fson, I. M. Khamatullina, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 2474 (1957).
B. A. Arbuzov, I. M. Khamatullina, S. G. Vul'fson, A. M. Kamalyutdinova, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 2463 (1976).
M. J. Aroney, K. E. Calderbank, R. J. W. Le Favre, and R. K. Pierens, J. Chem. Soc., B, 1120 (1970).
K. E. Calderbank and R. K. Pierens, J. Chem. Soc., B, 293 (1972).
R. J. W. Le Fevre, B. J. Orr, and G. L. D. Ritchie, J. Chem. Soc., 3619 (1965).
K. E. Calderbank, R. J. W. Le Fevre, and R. K. Pierens, J. Chem. Soc., B, 968 (1969).
K. E. Dalderbank, R. J. W. Le Fevre, and R. K. Pierens, J. Chem. Soc., B, 1463 (1970).
A. Proutiere, Contribution of l'etude de la Birerigence electrique des liquids-application a l'analyse conformationnelle de composes aromatiques, Univ. Bordeaux, Bordeaux (1973).
Q. M. Kellie, P. Murray-Rust, and F. Q. Ridell, J. Chem. Soc. B, 2384 (1972).
A. M. Andersen, A. Mostad, and C. Romming, Acta Che. Scand., B29, 45 (1975).
E. J. Gabe and L. J. Glusker, Acta Crystallogr.,B27, 1925 (1971).
N. I. Sadova, L. V. Vilkov, I. Hargittai, and I. Brunvoli, J. Mol. Struct.,31, 131 (1976).
D. E. Zacharias and J. P. G. Hisker, Acta Crystallogr.,B30, 2046 (1974).
R. J. W. Le Fevre, Adv. Phys. Org. Chem.,3, 1 (1965).
L. Verdonck and G. P. van den Kelen, Spectrochim, Acta,28A, 51, 55 (1972).
C. A. Cupas, J. M. Bollinger, and M. Haslanger, J. Am. Chem. Soc.,90, 5502 (1968).
A. N. Kost (editor), General Laboratory Course in Organic Chemistry [in Russian], Mir (1965), p. 144, 316.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 601–606, March, 1977.
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Arbuzov, B.A., Vul'fson, S.G., Vereshchagin, A.N. et al. Anisotropy of polarizability and conformation of substituted benzyl chlorides. Russ Chem Bull 26, 539–543 (1977). https://doi.org/10.1007/BF01179462
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DOI: https://doi.org/10.1007/BF01179462