105 — 



HC 



II 

 HC 



CH 3 

 I 

 C 



' \ 

 CH 



C-OH 



/ 



C 



I 



C3H7 



Thymol 



CH 3 

 I 

 C 



/ \ 

 H 2 C CH 



I I 



H 2 C CH 



\ / 



C <- 



with P2O5 



o -* 



CD 



o 



r-h 



o* 



3 



■5/ H 3 C CH 3 

 §7 JMVIenthenone 



H 2 C 



J 



"ffcCf 



CH 



O 



c 

 S 



CC1 s 



/- 



with Na and 

 CH alcohol CH 



tvc ch 3 



«-Terpinene 



H 3 C CH 3 



Monochloro- 

 terpinene 



o 

 15 



O 



CH 3 

 I 



CH 

 / \ 

 H 2 C CH 



1 



H 2 C 



\ / 

 CH 



L \H 



Oxidation 



CH 



CH 3 



I 

 C 



/ V 



HC CH 



II I 



HC CH 



\ / 



C 



I 



C3H7 



p-Cymene 



CH 3 

 I 

 CH 



/ \ 

 H 2 C CH 2 



I I 



H 2 C C = 



\ / 

 -> CH 

 I 

 CH 



H 3 C CH 3 



Menthol 



H 3 C CH 3 

 Menthone 



COOH 



CH 2 

 I 

 CH 2 COOH 



* — > 



U > with alkal. CH 



COOH bromine I 



liquor 



H 3 C CH 3 



H 3 C CH3 

 <«-Hydroxy-«-methyl-« r - H 3 C CH 3 



mpropyl adipic acid ^ Jg(>pr0 pyi_.,_ acetyl _ 



butyric acid 



a-Isopropylglutaric acid 



