33S Wisconsin Academy of Sciences , Arts and Letters . 
In 1848 List 2 supposes to have obtained the same substance Wiggers 
had in hands by boiling terpin with acidulated water (one drop of cone, 
sulphuric acid sufficed to decompose 11.5 g terpin). The substance 
termed “ Terpinol ” by him is stated to possess a hyacinth-like odor, es¬ 
pecially when largely diluted and to boil constantly at 180°. When sat¬ 
urated with hydrogen chloride it yields the same chloride as does terpin 
hydrate. (Dipentene dihydrochloride.) This fact, List supposes, sup¬ 
ports Berzelius’ view (27, Jahresbericht, p. 445,) that terpinol is the oxide 
of a radical C 20 H, 17 and that terpin is the hydrate of terpinol. The fol¬ 
lowing formulae are to express “ die verschiedenen Betrachtsungsweisen 
der Constitution dieser Korper:” 
Crystallized Terpin: — 
C 2 ° H 22 O 6 = C 20 H 16 + 6H = C 20 H 17 O + 3 H + 2aq. 
Anhydrous Terpin: — 
C 20 H 20 O 4 = C 20 H 16 + 4H = C 20 H 17 O + 3H. 
Terpinol: — 
C 20 H 17 O = C 20 H 16 + H = C 20 H 17 O. 
61 Chlorwasserstoff Terpin ”: — 
C 20 H 18 Cl 2 = C 20 H 16 + 2H Cl — C 20 H 17 Cl + H CL 
However, these views do not satisfy List, for “ es erheben sich dagegen 
alle die Umstade, welche gegen die Annahme sprechen, das der Alchohol 
das Hydrat der Aethers und dieser das basische Oxyd von C 4 H 5 sey.” 
According to Oppenheim 4 (p. 155) Berthelot 8 (1852) is stated to have 
obtained “ terpinol ” “ bei der Einwirkung von Kali auf die zweifach 
chlorwasserstoffsaure Verbindung des Terpilens.” He accepts the form¬ 
ula “C 20 H 16 ,HO.” 
Oppenheim 4 (1864) claims to have obtained “ das Terpinol von Wiggers 
und List ” by treating “ zweifachbromwasserstoffsaures Terpilen ” with 
acetate of silver: 2C 10 H 18 Br 2 -f4C 2 H 3 Ag0 2 =4AgBr -f- n 3 jj 3 q ( ^ 
2C 2 II 4 0 2 4- C 20 H 34 O. This “terpinol” boiled between 165-208°. a 
Oppenheim acknowledges that lie could never obtain a product of con¬ 
stant boiling point ; also that Gerhardt doubted the existence of such a 
substance. As an “ Aether des Terpins ” Oppenheim designates a sub¬ 
stance which very likely was impure acetate of terpineol. (p. 157.) 
By boiling terpinhydrate with water acidulated with hydrochloric 
acid Tilden 5 (1878) obtained a substance C 10 H 18 O, resp. C 10 H 16 . H s O 
to which he assigns the double formula C 10 H 18 <q> C 10 H 18 . He 
retains for it the term terpinol and supposes it to be an ether or anhy¬ 
dride of terpin, i. e. to stand in the same relation to terpin as ether 
does to alcohol. “ Almost conclusive evidence of this is supplied by the 
