— 146 — 



C 10 H 14 O. A more detailed examination could not be carried out, 

 owing to lack of material. 



Carvestrene. The synthesis of carvestrene discussed by us in 

 our Report of April 1907, 145 after a preliminary communication, 

 has since then been described in detail by the authors Perk in jun. 

 and Tatters all 1 ). To complete the information given by us we 

 have still to mention a series of experiments on the lines of the 

 heretofore - mentioned reaction of p-cyclohexanone carboxylic ester 

 with CH 3 MgI. It was proved that the action of methyl magnesium 

 iodide on m-cyclohexanone carboxylic ester forms, besides m-methyl- 

 m-cyclohexanolic acid, a not unimportant quantity of a neutral oil which 

 consists for about one half of dihydrocarvestrenol or z^-m-menthenol-8; 

 there also occurs a crystalline substance melting at 127 , which was 

 found to be trans-tetrahydrocarvestrenediol, identical with the corres- 

 ponding glycol obtained from trans-carvestrene dihydrobromide, through 

 the diacetate; and finally an oil distilling at 177 to 17 8°, which was 

 recognised as the cineol of the m-series: — 



I O 



/CCOHjCHg.CH, / /C(CH 8 )...CH 1 



CH 2 _J\cH.C(CHo) 9 -0H CH 2 NcH-CfCIL). 



\ — ^^ ° - \ / 



CH 2 .CH 2 CH 2 .CH 2 



Glycol m - Cineol 



The m- cineol which is probably formed from the glycol by the 

 water-abstracting action of the CH 3 MgI, has a pungent camphor-like 

 odour, and shows in its properties a certain resemblance to ordinary 

 cineol; with hydrogen bromide it yields, in a manner analogous to the 

 latter, a mixture of much cis- and little trans-carvestrene dihydrobromide. 



Myrcene, ocimene. The Receuil des travaux chimiques des Pays- 

 Bas 2 ) contains a first communication by Enklaar on the aliphatic 

 terpenes and their derivatives, the principal contents of which have 

 already been communicated by us after the author's thesis 3 ). We 

 would still add here the constants of allo-ocimene which Enklaar has 

 examined more in detail, and which according to van Romburgh 

 is formed by a re-arrangement from ocimene when the latter is heated. 

 This geometric isomeride of ocimene boils at 188 (750 mm. pressure), 

 i. e., 1 6° higher than the original terpene; at 12 and 24 mm. pressure, 

 its boiling point is 81 and 95 respectively. The further constants 

 are: di6° 0,8172; d^o 0,8182; n Bi6° 1*5296. The chemical properties 

 of allo-ocimene have already been reported upon by us. 



*) Journ. Chem. Soc. 91 (1907), 480. 



2 ) Receuil des trav. chim. des P.-B. 26 (1907), 157. 



3 ) Report April 1906, 109. 



