Easterfield and Aston. — Chemistry of Tutu. 353 



weight determinations, however, indicate that the true formula 

 is smaller than either of the above, being probably-half that 

 assigned to coriamyrtin by Biban. 



0-2478 gram raised the b.p. of 376 grams of acetone 0-46°. 



M = 255. 

 0-3196 gram raised the b.p. of 6-4 grams of acetone 033°. 



M = 265. 

 0-1732 gram depressed the m.p. of 8 grams of phenol 0-62°. 



M = 250. 

 0-2226 gram depressed the m.p. of 8 grams of phenol 0-80°. 



M = 250. 



C2iH M 7 , 



Calculated for C 15 H ltj 5> M = 278 ; and for 

 M = 390. 



The conclusion that the real formula is C 13 H 18 6 harmo- 

 nizes with the fact that, by the action of bromine, Biban 

 obtained a crystalline derivative in which one-eighteenth of 

 the hydrogen was replaced by the halogen. If, however, the 

 compound is a glucoside, as its reactions suggest, the sugar 

 which it yields upon hydrolysis cannot contain more than five 

 atoms of oxygen, and the formula is remarkable in that it 

 contains fewer oxygen -atoms than that of any 

 hitherto described. 



The appended table shows the chief differences between 

 tutin and coriamyrtin : — 



TutiD, C 17 H 20 O 



glucoside 



Solubility in 100 parts of 

 water 



Solubility in 100 parts of 

 alcohol 



Reaction with hydriodic 

 acid followed by pot- 

 ash 



With concentrated sul- 

 phuric acid 



Initial temperature of 

 sublimation 



Melting-point 



Optical activity 



1-8 at 10° 



8-2 at 16° 



Nil 



Coriamyrtin, C 15 H 18 5 

 (E. and A.). 



1-44 at22°(Riban). 



2-00 at 22° 



Magenta* 



Blood-red Dirty-yellow. 



About 150°. 



225°. 



[a] f = 24-5. 



About 120° 



208°-209° 



[«]r° = 9-4 



The labours of the authors in the above investigation have 

 been materially lightened owing to the assistance received 

 from a number of gentlemen. In addition to those already 

 mentioned, the authors desire to thank Sir James Hector for 

 drawing attention to points in the literature of tutu which 

 otherwise would have escaped notice ; to Dr. Hocken, of Dun- 

 edin, for placing his fine library at the authors' disposal; to 



23 



* Reaction verified by the author?. 



