38 



1913 



The Philippine Journal of Science 



Oscillation frequency (^-). 



A 



3000 32 34 36 38 4000 42 44 46 



£ 3.4 



O 

 W 



« 3.2 



i '• ' * \ 



g 3.0 1 1 1 1— * — I 1 \-f — ri — I 1 1 '.wo 



o 



^2.8 



O 



u 



2 2.6 



e 



S 2.2 



c 



| 2.0 h 



> 



I 1.8 



CD 



g 



03 

 bt 

 O 



Fig. 1. — Dash curve = phenol. 



Dot curve = phenol with 1/10 equivalent of sodium 



ethoxide. 

 Full curve = phenol with 5 equivalents of sodium 



ethoxide. 



shallow, is shifted slightly toward the red, and gives every in- 

 dication of disappearing entirely were all of the phenol in the 

 form of the sodium salt. 



The relative proportion of the phenol and sodium phenolate in 



ne 

 water solution is obtained from the equation 12 -^ =0.85X10 



in which n, e, and d are the concentration of the free base, 

 phenol, and sodium salt, respectively. With 5 equivalents of 

 alkali, approximately 98 per cent of the phenol is in the form 

 of the sodium salt. We have not determined this hydrolysis 

 constant in alcohol, but do not believe it to be very different. 

 Under these conditions, the band characteristic of enol-keto 

 tautomerism has diminished to a fraction of its original per- 

 sistence, and a shallow band in the benzene region of the spec- 

 trum has made its appearance. The latter band also makes its 









1 

 1 





















1 



























i 



\ 



















i 















1 







t 



* 











■• 



1 







t 



\ 



















i 



l 













1 







i 















> 1 



: \ 







i 

 i 



l 



















I 





















1 

















• i 





1 

















; 1 

 • 1 





1 



.••"' 



i 

















1 • 

















4 

 1 





r 





\ 













\ 





\ 

















\ 



/ , 

 Y I 

 r\ / 



\ 





















-\ 







i 

 i 





















\ 





















\ 





















\ 





















\ 





















\ 

























-i 



"Walker, Introduction to Physical Chemistry. London (1910), 336. 



