464 



Mr. Gervaise Le Bas on the 



affinity, and is unsaturated, a contraction will occur by asso- 

 ciation with the nucleus, as compared with its volume in open 

 chain compounds. 



If we are able to neutralize this residual affinity by means 

 of substitution of paraffinoid radicles for the hydrogen, the 

 contraction as a rule disappears. 



The following data speak for themselves : — 



Volume Anomaly in Aromatic Compounds. 



Compound. 



W. 



M.V. 



2A.V. ' 



A 



OH:— 



Phenol C G H-OH 



32-4 



38-4 

 38-4 

 38-4 

 44-4 

 34-4 

 46-4 



56-4 

 62-4 

 56-4 



39-4 

 45-4 

 51-4 



51-4 



57-4 



63-4 

 49-4 

 55-4 



34-4 



34-4 



40-4 



60 



54 



70-4 



i 



1020 

 125-2 

 123-7 

 123-7 



147-8 



[107-4] 



157-7 



189-4 

 214-9 

 190-7 



126-9 

 150-3 

 1742 



170-9 



I960 



222-Ot 

 162-3 



188-6 



106-4 

 111-5 

 128-9 

 222-1 

 200-7 

 243-5 



122-1 

 1441 



1216 



133-8 

 142-6 

 162-1 



114-6 

 120-0 

 154-7 

 118-4 

 154-7 



103-0 

 125-2 j 

 125-2 i 

 125-2 | 

 14S-2 

 110-2 

 156-2 



192-0 

 214-2 

 1920 



129-8 

 151-5 ! 

 173-7 ; 



173-7 



195-9 



219-6 

 166-3 



188-5 



110-8 

 110-8 

 1330 

 222-0 

 200-0 

 2440 



124-8 

 146-3 



123-2 



135-7 

 140-8 

 164-1 



1150 

 1200 

 155-2 

 118-2 

 155-2 



-10 



-1-5 

 -1-5 



2X-1-4 



-2-6 



-1-3 



-2-9 

 -1-2* 



-2-8 







-4-0 



-4-4 

 -4-1 



~~ 

 -2-7 

 -2-2 



-1-6 



! -1-9 

 1 -1-8 

 ! -20 



1 



Anisol, C G H- — OCH s 



Benzyl Alcohol, C G H. . CH, . OH 



Para-Cresol, C 6 H 4 (CH 3 )OH 



_p-Cresyl Methyl Oxide, C f .H 4 (CH 3 ) . . CH 3 



Kesorcinol, 1 : 3 C G H 4 (OH) 2 



Dimethyl Eesorcin, 1 : 4 C H 4 . (0CH 3 ) o ... 

 Propyl-Cresol (Thymol), 



1 • 4 C 3 H 7 . C 6 H 3 . CH 3 . OH 



Methyl Thymol, 1 : 4 C 3 H T .C f H 3 .CH 3 .OCH 3 

 Carvol C 3 H. . C 6 H 3 . CH 3 . OH 



COOH :— 



Benzoic Acid, C G H-COOH 



Methyl Benzoate, C f H-COOCH, 



Ethyl Benzoate, C 6 H-COOC 2 H 



Phenyl Propionic Acid, 



C G H. .CH, .CH 2 .COOH 



Methyl Phenyl Propionate, 



C 6 H- - CH 2 . CH„ . COOCH 3 



Ethyl Phenyl Propionate, 



C 6 H.-CH 2 .CH 2 .COOC 2 H 



Cinnamic Acid, C G H.-CH : CH .°COOH ... 

 Methyl Cinnamate, C G H 5 .CH: CH.COOCH 3 . 

 NH — 



Aniline, C G H--NH> 



a Picolene, C-H 4 N . CH 3 



1 • 4 Toluidine, C f .H 4 CH 3 NH 2 





Triallyl amine, N(C 3 H-) 3 '. 



Dipropyl Aniline, C 6 H- . N(C 3 H-)., 



NO., :- 



Nitrobenzene, C G H,N0 o 



_p-Nitrotoluene, C 6 H 4 (CH 3 )N0 2 



CN:— 



Phenyl Cyanide, C G H- . CN 



Miscellaneous : — 



Benzyl Chloride, C G H. . CH C1 



Benzoyl Chloride, G H-\ COC1 



Phosphenyl Chloride, C e H-.PCl„ 



Exceptions : — 



Phenyl Chloride. C G H.C1 



Bromide, C G H-Br 



Iodide, C f .H-I 



Benzaldehyde, C G H- . CHO 



Benzal Chloride, C G H.CHC1 





* Possibly still unsaturated. 



t M.Y. is greater than 2A.V. owing to length of chain. 



