TIF C AND 0 HER N NOTES ON ESSENTIAL ons. 57 
50. g. Chae ad 100 g. Mamine S iehitic acid (with 10 per cent. SO;) are 
4 med, the upper one consisting of cymene sulphonic acid. This acid is dissolved in 
bout 5 liters boiling water, the solution neutralized with barium carbonate, and the 
ium sulphate filtered off. After removal of the Ba-salt of cymene-2-sulphonic acid 
acid which may be separated by alcohol. From 50 g. cymene, 79.9 g. 2-sulphonate, 
4.6 g. 3-sulphonate, and 4.2 g. disulphonate were obtained. 35.4 g. of the dry 2-sul- 
honate were heated with the equal amount of phosphorus pentachloride and from the 
ch loride the amide was formed by heating with ammonia in the ordinary way. 
-Schorger regards the method of identifying cymene by oxidation to p-hydroxy- 
is tcp benzoi¢e acid as somewhat tedious. Equally good results are obtained when 
‘on ly half the amount of potassium permanganate given by Wallach’) is used’). A 
fe Phonic acid, with constant shaking, the mixture is then treated in a separating funnel 
transformed to the sulphamide by heating with concentrated ammonia on the water-bath. 
e sulphamide is Secale eile from hot. water. aRe method is rapid and the yields 
are excellent. 
For the preparation of the sulphamide of Tee ea cuk benzoic acid Schoveer 
Beats 10 g. cymene sulphonamide with a solution of 30 g. potassium permanganate in 
2 2 liters of water; the manganese sludge is filtered off, the filtrate evaporated to dryness 
and extracted with hot 95 per cent. alcohol. The latter is evaporated and the residue 
ex acted with hot absolute alcohol. On cooling, the potassium salt of p-hydroxyiso- 
propyl benzoic acid sulphamide was deposited as warty mass. 
TI 
- cymene sulphonic acid were fused in a nickel dish with alkali (KOH, K2COs, or 
Na iaOH) dissolved in a minimum amount of water at temperatures varying between 290 
an d 350°. The yields were poor, but Schorger believes that satisfactory yields can be 
obtained from larger apparatus capable of control. The carvacrol thus prepared was 
wa insoluble in petroleum ether, and this property afforded an easy means of purifi- 
cation: the nitroso- compound was dissolved in a minimum amount of chloroform which 
a 
was slowly dropped, with stirring, into a considerable volume of petroleum ether. The 
precipitate was finally crystallized from alcohol. 
“& In connection with the preceding we wish to inform our readers on a lengthy 
publication by A. W. Hixson and R. H. Mc. Kee’) on the conditions essential Jor the com- 
peial manufacture of carvacrol. ¥ 
_ The authors point out that thymol, closely related to carvacrol, is the principal 
ingredient in many antiseptic preparations and is used as a specific for hookworm 
= 
a 1) Liebig’s Annalen 264 (1891), 10. — 2) We port out that also several terpenes are transformed 
ito p-cymene by the action of sulphuric acid, so that the occurrence of p-cymene after treatment with 
furi g sulphuric acid cannot be regarded as a proof for its presence in the original oil. For this reason 
ore h made use of the oxidation to p-hy droxyisopropy! pao acid. — *) Journ. ind. eng. Chemistry 10 
, 982. 2 
Be . 
a 
fae 
~*~ 
shaken Rpt solution is effected, and after cooling the mixture is poured into a sepa- 
ating funnel, and about one-third of its volume of cold water added. Two layers are. 
s separated off, the filtrate contains the salts of cymene-3-sulphonic and of a disulphonic — 
su iperior means for the identification of p-cymene is the ready reaction with chloro- 
sulphonic acid. The hydrocarbon is gradually mixed with the equal volume of chloro- 
fith water, extracted with ether, and the ether extract washed with water to remove 
inorganic acids. After evaporation of the solvent the cymene chlorosulphonic acid is — 
q In order to obtain carvacrol from p-cymene, the calcium, barium, or sodium salt . 
i identified by means of nitrosocarvacrol, m.p. 153 to 154°. It was found that the nitrite 
