MOLECULAR VOLUME 68 1 



Nitro m. Xylene C 6 H 3 (CH3)2N02 1:3:4 



C CH 3 O. Nitrotoluene 1427 



jf \ M. Nitrotoluene 144*3 

 CH CH 



I II - i'6 



CH C— CH 3 -.. Vol. anom. -4*4 + i'6 = 2*8 



"\ / \ which is similar to that of nitro benzene. 



C NO 



2. 



m. Xylene 1 : 3C 6 H4(CH 3 )2 140*0 



less H 



NO 



■2 



More simply 



O Nitrotoluene 



1427 less vol. an. 



less H 3*2 



139-5 l ess °- struct. 



+ CH 3 25-5 



Calculated Vol. 



165*0 Observed 



The result that the constitutive features which are observed 

 in the separate compounds are united in this compound. 



For Nitro m. Xylene : (1) ring structure, (2) volume anomaly, 

 and (3) ortho position. Each of these is indicated by a definite 

 influence on the volume. 



Besides all this, there is an additive effect due to its 

 composition. 



A similar striking series of reactions to the above may be 

 made up from the following : 



Hexane Hexyl chloride 



CH 3 .CH 2 .CH 2 .CH 2 .CH 2 .CH 2 . -> CH 3 CH 2 .CH 2 .CH 2 .CH 2 .CH,C1 -> 

 contr. o contr. o 



Hexylene chloride 



CH 2 - CH 2 - CH 2 - CI 



I II 



Cri 2 — CH 2 — CH 2 — CI 



contr. — 15 about 



Hexymethylene Benzene 



->CH 2 .CH 2 .CH 2 -> CH=CH-CH 



II I II 



CH 2 .CH 2 .CH 2 CH = CH-CH 



