458 Mr. Grervaise Le Bas on the 



It is often possible to justify or otherwise a particular 

 formula. The following are easily distinguishable : — 



Thymol, C 10 H l4 O. 



CH 3 ' ' C(OH) = CH 



"ch-c" \:-ch 3 



CH, CH CH 



V C 10 H 14 56x3-7 = 207-2 



less for Ring — 15*0 



192-2 

 less for constitution "| - fi 



Aromatic alcoh. j 



SA.V 190-6 



M.Y 190-5 



Carvol, C 10 H l4 O, has a similar volume, V 190*8. 



Cineol, C 10 H 18 O, is apparently a simple derivative, but an 

 investigation shows that its formula is not that of a six- 

 membered single ring compound. 



B.P 176°, d 16 -923, K = *47. 



The volume according to the single-ring scheme would be 



190-8 + 14-8 = 205-6. 



We, however, find by formula that the volume is 194*8. 

 Since 



2 A.V. = 60x 3-70 = 222-0. 



This gives a contraction of ~27*2. 

 The formula usually assigned is 



CH 2 — CH 

 CH 3 J \ 

 JC CH 2 



CHr 6 ck 



CH, — C X 



CH 3 



which is in agreement with the contraction. 



