it in Rie to free it rae Bahexeit seit is eee with aqueo 
‘ (4s, completed after about an hour, a colourless solution ‘having r 
oot. direct acidulation, only a very small quantity of an acid can 
the liquid by means of ether. Steam, passed through the acid ‘solution, 
it a ponte compound which is coloured violet by ferric chloride, cies: 
compound, m.p. about 230°, which is perhaps an additive product of sCs 
semicarbazide. 
1 
by dark coloration. As soon as a Brownicn coloured substance begins = de posi 
_. the walls of the vessel, one allows the mixture to cool, acidulates with sulp uric 
eas and extracts with ether. The «-hydroxycarboxylic acid, taken up by the ether, yr 
a to a crystalline mass on removal of the solvent. If the acid was sufficiently pur , 
as beforehand, it can be made colourless through distillation in vacuo. Reery UI nae 
from water, it melted between 103 and 104°. It proved to be identical with | acid — 
obtained according to Wislicenus by adding hydrocyanic acid to cyclopentanone and 
decomposing the nitrile thus formed by means of hydrochloric acid. On heating the | 
F hydroxyacid from dibromocyclohexanone with peroxide of lead and dilute sulphu 
acid, carbon dioxide was violently evolved and cyclopentanone formed; dibenzylidene 
Pecrapund: m. p. 191°, semicarbazone, m. p. 209 to 210° (216 to 217° in case the heatin; ae 
is carried out rapidly). i 
i All the reactions described run so smoothly and readily that the transformati (ss 
. of cyclohexanone into cyclopentanone may be shown as an experiment during a lectu e. 
2 srk 
The bromination of 1,2- -methylcyclohexanone, dissolved in glacial acetic ae 
wise place smoothly and leads to a dibromide melting between 42 and 430, The alg 
; position of this dibromide with potash lye takes place easily. One succeeds ‘in this sf 
case in seizing the first product of the reaction. If the alkaline solution is acidulated 
and distilled with steam, a snow-white, quickly congealing body passes over, CHO, i 
m. p. 62 to 63° It affords a violet-black colour with ferric chloride. The cena. 
oe ae 
‘a4 
— -m. p. 74 to 75°. When distilled, in aqueous solution, ith lead nena and + ae 
acid, it splits off carbon dioxide and passes into 1 ,2-methylcyclopentanone; semi 
bazone, m. p. 179 to 180°. It proved to be identical with a preparation from 1, 2-methyl ae 
: cyclopentanone, derived from camphorphorone. This transformation of 1 J2-methyleyelo- 
-_ -hexanone into 1,2-methylcyclopentanone may be looked upon as the best and | most 
: convenient method of prepatins pentacyclic ketones. / 
as RE RS OES ONE acid has, so far, not been conten 
endeavours to build it up synthetically from 1, 2- nethy a ae ape 
