-_ i 3 7 — 



With regard to the behaviour of the terpineols and terpins 

 known up to the present, towards hydrohalogen acids, Wallach 1 ) 

 communicates the following: 



a-terpineol (m. p. 35 ) 



CH 3 — C<f ^CH . C(OH)(CH 8 )., 



x ch 2 -ch/ 



yields with hydrohalogen acids the common dipentene derivatives. 

 /?-terpineol (m. p. 32 ) 



y C H 2 — C H n y C H 2 



CH 3 -C(OH)( - )CH-Cf 



\ch 2 -ch/ \ch 3 



yields the same compounds as a-terpineol. But under certain conditions 

 the hitherto unknown chlorohydrin 



CH 8 -C(OH)( )ch- cci<; 



x ch 2 -ch/ x ch 3 



(m. p. 74 to 75 ) can be obtained. With 2 per cent, potash liquor 

 it yields cis-terpin. 



7-terpineol (v. Baeyer, m. p. 69 ) 



/ CH a — CH 2\ 



CH 3 -C(OH)( )C = C(CH 3 ) 2 



\CH 2 -CH/ 



yields with glacial acetic and hydrochloric acids a mixture of dipentene 

 and terpinene dihydrochlorides. 



Cis- and trans-terpin (m. p. 117 and 156 resp.) yield dipentene 

 derivatives. 



The optically active terpinenols of oils of cardamom and 

 sweet marjoram yield the inactive terpinene hydrohalogen compounds. 



The relationship between sabinene and terpinene is also of 

 the greatest interest. The observations of Kondakow and Skworzow 2 ) 

 regarding the convertability of sabinene into derivatives of the limonene- 

 group are, according to Wallach 3 ), incorrect; on the contrary, the 

 action of glacial acetic and hydrohalogen acids produces not a trace of 

 a dipentene compound, but only terpinene compounds, and of these, 

 principally the high -melting trans -forms. Wallach even considers 

 sabinene a very good crude material for such compounds. The process 

 which takes place during the reaction speaks not only well for the 



*) Liebig's Annalen 350 (1906), 157. 



2 ) Journ. f. prakt. Chem. II. 69 (1904), 170. 



8 Liebig's Annalen 350 (1906), 162. 



