— 13° — 



In the following table we give the determinations made by us, 

 with the values obtained. 





Corresponding 



n ,.„ „ „ 

 cc.-H 2 S0 4 

 2 







a 



u a 



<v 



Substance 



quantity of phenol, 



used up for 



'** 1 



u 







<3 h 





or alcohol 



neutralising 



a J3«2 





S3 & 







NH 3 



o>» 



5 



«.S 







cc. 



gm. 



gm. 





Mixture of eugenol 



1,290 gm. eugenol 



15,90 



1,3038 



0,0138 



+ 0,54 



and turpentine oil 













(50%) 













Mixture of eugenol 



1,6125 gm. „ 



I9,6o 



1,6072 



0,0053 



+ °, 2 5 



(75%) and turpen- 













tine oil (25%) 













Clove oil, about 



) 











95% eugenol 



1 0,9500 gm. „ 



H,50 



0,9430 



0,0070 



— 0,70 



(according to Umney- 



1 0,8012 gm. „ 



9,75 



o,7995 



0,0017 



— 0,20 



Schimmel & Co.) 



) 











Pimenta oil, 



) 0,8529 gm. „ 



10,50 



0,8610 



0,008l 



+ 0,69 



72,9% eugenol 



(according to Umney- 

 Schimmel & Co.) 



[0,8857 gm. „ 

 J 0,8529 gm. „ 



11,00 

 10,30 



0,9020 

 0,8446 



0,0163 

 0,0083 



+ i,34 

 — 0,72 



Thyme oil, about 



0,7787 gm. carvacrol 



H,35 



1,6114 



0,8327 



+ 65,65 



6i°/ carvacrol 













(according to Umney- 













Schimmel & Co.) 













Thymol 



1,0100 gm. 



13,25 



o,9937 



0,0163 



— 1,62 



Carvacrol 



1,5900 gm. 



20,25 



i,5i99 



0,0701 



— 4,4i 





i 1,0028 gm. 



25,40 



i,9558 



0,9530 





-95M 



Geraniol 



\ 1,0021 gm. 



19,20 



1,4784 



0,4763 





-47,53 





1 1,1079 gm. 



25,00 



1,9250 



0,8171 





-73,75 



Terpineol 



( 1,0156 gm. 

 1 i,433i gm- 



25,90 



i,9943 



0,9787 





- 96,36 



34,i5 



2,6290 



1,1959 





- 83,45 



Linalool 



( 1,0100 gm. 

 \ 1,2300 gm. 



20,60 



1,5862 



0,5762 





-57,05 





26,05 



2,0058 



0,7758 





- 63,07 



Borneol 



1,0550 gm. 



22,30 



i,7i7i 



0,6621 





-62,76 



Menthol 



1,0200 gm. 



21,40 



1,6692 



0,6492 





- 63,60 



Benzyl alcohol 



1,0600 gm. 



24,55 



i,3257 



0,2657 





-25,07 



Phenylpropyl 



1,0000 gm. 



24,85 



1,6896 



0,6896 





- 68,96 



alcohol 















It has until recently been a generally accepted proposition (which 

 has also found its way into most text-books) that in the zinc dust 

 distillation of phenol ethers and their derivatives, the alkoxy-group 

 remains unchanged, although 18 years ago E. Bamberger 1 ) demon- 

 strated that with increased temperature and high pressure phenol ethers 

 are decomposed into phenols and ethylene hydrocarbons according to the 

 equation C 6 H 5 • O C n H 2n -f 1 = C 6 H 5 OH + C n H 2n - Various divergent 

 results which Thorns 2 ) obtained in the zinc dust distillation of higher 

 phenol ethers induced him to test this reaction with the most simple 



x ) Berl. Berichte 19 (1886), 1818. 



2 ) Archiv der Pharm. 242 (1904), 95. 



