682 



SCIENCE PROGRESS 



Benzoic Acid 



CH 



S \ 

 CH CH 



Methyl Benzoate 



CH 



s \ 



CH CH 



CH 



CH 

 M.V. 126-9 



C— COOH 



CH 



% / 

 CH 



M.V 



C— COOCH3 _> Methyl 



Salicylate 



CeH 5 

 COOH 



92-8 

 37"o 



2V A 129-8 



C6H5 

 COOH 



CH 2 



i5°'3 



92-8 



37'° 



22'I 



A 2-9 



Large volume 

 anomaly owing 

 to the reactive 

 group - COOH. 



CH 



S V 



CH C- 



I II 



CH C- 



\ / 

 CH 



Phenol C 6 H 5 - OH 



C 6 H 5 92-8 

 OH in 



is 1 ^ 



A - 1 '6 



Anomaly has 

 nearly disap- 

 peared. Ethyl 

 Benzoate shows 

 a value o for this. 



CH ... 



S V 



CH C— OH \ 



I I! 



CH C— COOCH; 



\ / 

 CH 



Anomaly has again 

 appeared owing to 

 unsat. — OH group. 



OH"\ 



■ 



•COOCH3 





C 8 H 8 3 



M.V. Methyl Salicylate 157-0 

 Dipropargyl iii'o 

 Ring —15-0 



Calculated 103-9 

 Observed 10 1-9 



Benzene CeH 6 96*0 

 less H 2 — 6-4 



A for anom. 



2-0 



C 6 H 4 896 

 OH +ii-i 



1 : 2 Cresol C 6 H 4 CH 3 . OH 



I2I-8 



1 : 4 Cresol 123-8 



1007 

 COOH +370 



— 2*0 



137*7 

 CH 2 + 22'I 





For ortho. correction. 



1 o' has been taken to be 7*4, but in the 

 aliphatic alcohols it is only 6'3. This is i'i 

 less. It follows that the calculated volume 

 of Methyl Salicylate should be on this basis 

 = 156-9. 



159.8 

 less vol. anom. —2*0 



157-8 

 less o. corr. —2*0 



Calculated 155*8 

 Observed 157*0 



