Experimental Organic Chemistry

Cover Experimental Organic Chemistry
Experimental Organic Chemistry
Augustus Price West
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Korner's method of solving this problem is based upon the fact that each disubstitution product of benzene, such as the xylenes, yields a different number of monosubstitution derivatives, such as monochlor or mononi- tro derivatives. As shown by the following formulas (Figs. 28 and 29), ortho xylene contains four hydrogen atoms [[(3), H(4), H(5), H(6)] which may be replaced by a nitro group.
Aromatic Hydrocarbons 293 Compounds represented by formula I, which may be written :H, (I) (and called o
...ne, two, methyl, three, nitro benzene), Ortho xylene Figures 28 and 29 /CH 3 (i) and by formula II, C 6 H 3 ^-CH 3 (2), are identical, because in ortho \N0 2 (6) xylene the hydrogen atoms H(3) and H(6) adjacent to the methyl groups occupy similar positions in the molecule. Com- pounds represented by the formulas III and IV are identical, because in ortho xylene the hydrogen atoms H(4) and H(5), which are further removed from the methyl groups, also occupy similar positions in the molecule. Ortho xylene yields, then, two different nitro derivatives.

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