JOURNAL or THE COLLEGE OF SCIEKCE, IMPERIAL UNIVERSITY, 

 TOKYO, JAPAK. 



VOL. XXVIII., ARTICLE 3. 



The Action of the Grignard Reagent on Camphoric 

 and Isocamphoric Esters. 



By 



Yüji Shibata, mgakushi. 



Collerje of Science, Imperial University, Tokyo. 



In a recently published paper on the action of the Geignard 

 reagent on o-phthalic esters (This Journ., 1909, Vol. 27, Art, 4), it 

 was shown that the two CO2E. groups in these esters, contrary to 

 those in succinic and terephthalic esters, exert steric hindrance in 

 carrying out the Grignard's reaction, producing derivatives of 

 phthalide, or, as is more often the case, those of phthalane. In 

 the case of succinic and terephthalic esters, the normal product of 

 the reaction is a glycol, and it was pointed out that this difference 

 in the action of the Grignard reagent on the esters of o-phthalic 

 acid on the one liand and on those of succinic and terephthalic 

 acids on the other was most probably due to the fact that the two 

 CO2R groups in o-phthalic esters are in the cts-position, while those 

 in succinic and terephthalic esters are in the ira«s-position. It 

 was further pointed out that, from the point of view thus attained 

 by the study of the action of the Grignard reagent on o-phthalic 

 esters, Graebe's space formula for benzene is to be preferred to all 

 others. 



In order to obtain, if possible, further confirmation of the 

 view thus expressed, the behaviour of camphoric and isocamphoric 

 esters toward the Grignard reagent has now been studied, these 



