110 REPORTS ON THE STATE OF SCIENCE. 
hydro-aromatic hydrocarbons if they were not so difficult to decompose 
with water. It has, however, now been ascertained that reduction of the 
ozonides leads to the production of the same aldehydes or ketones as 
would be formed by the action of water ; or, if very energetic reducing 
agents are employed, to the corresponding alcohols. But the method 
possesses the disadvantage that it is not so easy to make a quantitative 
estimation of the products as when the decomposition is brought about 
by water. 
Alcohols.— Scyllite, discovered in 1856, by Staedeler in certain cartila- 
ginous fishes, has been further examined by Miiller.'' It has the formula 
C,H,.0,, forms monoclinic crystals melting in the neighbourhood of 360°, 
is but slightly soluble in water, is optically inactive, and gives a hex- 
acetyl derivative. It is concluded from this evidence that scyllite is a 
hexahydroxyhexahydrobenzene, and is one of the inactive forms of inosite. 
CHOH—CHOH 
hy mx 
CHOH CHOH 
oN va 
CHOH—CHOH 
Ketones,—Ketohexahydrobenzene, like phloroglucinol and dihydro- 
resorcin, is capable of existing in two tautomeric forms, either as the 
ketone or as hydroxy-A!-tetrahydrobenzene, for when heated with acetic 
anhydride and sodium acetate? it yields the acetyl derivative of 
hydroxytetrahydrobenzene. The latter is a colourless oi! boiling at 
180°-182° and possessing a pleasant fruity odour. It is readily oxidised 
by potassium permanganate, giving adipic acid, and is hydrolysed by 
alcoholic potassium hydroxide with regeneration of ketohexahydro- 
benzene. , 
Condensation products of a varied nature have been obtained from 
ketohexahydrobenzene ; thus when hydrogen chloride is passed into the 
pure ketone * a solid product results, having the formula C,,H,,OCI, and 
the probable constitution 
CH, 
\ CO—CH, 
CH, cH—cIc€ > H, 
l CH,—CH, 
CH, CH, 
~ 
CH, 
This substance loses hydrogen chloride to form  cyclohexene- 
cyclohexanone (X XI.), which on reduction gives the corresponding satu- 
rated alcohol (X XIT.). 
O OH 
Ws Aa, 
(XX1.) (XXII) 
From this latter body, by treatment with hydrogen iodide, the fully 
hydrogenised dicyclohexane or dicyclohexyl C,H,, .C.H,, is formed. 
1 Ber., 1907, 40, 1821. 2 Mannich, Ber., 1906, 39, 1594. 
3 Wallach, Ber., 1907, 40, 70. 
