35 Cl NQR frequencies of some N-(substitutedphenyl)-amides represented by the general formula, X y C 6 H 5−y NHCOR (where X = H or Cl; y = 0, 1 or 2 and R = H, CH 3 , CH 2 CH 3 , CH(CH 3 ) 2 , C(CH 3 ) 3 , CH 2 Cl, CHCl 2 or CCl 3 ) have been measured and compared with those of other compounds in the family to analyse the effect of substitution in the side chain on the frequencies. Comparison of 35 Cl NQR frequencies of all the N-(2-chlorophenyl)-and N-(2,6-dichlorophenyl)-amides reveals that the presence of alkyl groups in the side chain lowers the frequency, while that of aryl or chlorosubstituted alkyl groups enhance the frequencies to some extent, when compared to the frequencies of either N-(2-chlorophenyl)-acetamide or N-(2,6-dichlorophenyl)-acetamide. In addition, the crystal structures of N-(phenyl)-2-chloro-2-methylacetamide (C 6 H 5 NHCOCHClCH 3 ) and N-(phenyl)-2-chloro-benzamide (C 6 H 5 NHCO-(2-ClC 6 H 4 )) have been determined and the data analysed along with the crystal structures of related compounds. The data (lattice constants inÅ) of the new structures are: C 6 H 5 NHCO-CHClCH 3 : monoclinic, P2 1 /c, Z = 4, a = 10.879 (2), b = 9.561(2), c = 10.067(2), β = 116.080(10) • ; C 6 H 5 NHCO-(2-ClC 6 H 4 ): tetragonal, P4(3), Z = 4, a = 8.795(4), b = 8.795(4), c = 15.115(6), β = 90.0 • . It is evident from a comparison, that the side chain substitution influences the C(S)-C(O) bond length, while the effect on the other bond lengths is not significant except for benzanilide. Similarly, only the side chain angles are affected to some extent. The variations do not show definite trends, probably due to the differences in the crystallisations.

N-Bromo-arylsulphonamides of different oxidizing strengths are used for studying the kinetics of oxidation of D-fructose and D-glucose in aqueous alkaline medium. The results are analysed and compared with those from the sodium salts of N-bromo-benzenesulphonamide and N-bromo-4-methylbenzenesulphonamide. The reactions show zero-order kinetics in [oxidant], fractional order in [Fru/Glu] and nearly first order in [OH-]. Rates of oxidation of fructose are higher than those for glucose with the same oxidant. Similarly, E a values for glucose oxidations are higher than those for fructose. The results are explained by a suitable mechanism and the related rate law is deduced. The effective oxidising species in the reactions of N-bromo-arylsulphonamides is Br +. The oxidative strengths of the latter therefore depend on the ease with which Br + is released from them. The ease with which Br + is released from Nbromo-arylsulphonamides depends on the electron density on the nitrogen atom of the sulphonamide group, which in turn depends on the nature of the substituent on the benzene ring. The validity of the Hammett equation has also been tested for oxidation of both fructose and glucose. Enthalpies and entropies of activations of the oxidations by all the N-bromo-arylsulphonamides correlate well. The effect of substitution on E a and log A of the oxidations is also considered.

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The structure of the title compound (BSA), C6H7NO2S, closely resembles those of other aryl sulfonamides. The geometric parameters in BSA are similar except for some difference in the S=O bond lengths. Molecules are connected by N—H...O hydrogen bonds into layers parallel to the bc plane, with an interlayer distance of 7.734 (2) Å.

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