OF ARTS AND SCIENCES. 213 



VIII. 



CONTRIBUTIONS FROM THE CHEMICAL LABORATORY OF 

 HARVARD COLLEGE. 



RESEARCHES ON THE SUBSTITUTED BENZYL COM- 

 POUNDS. 



SEVENTH PAPER. 



ORTIIOBROM BENZYL COMPOUNDS. 



By C. Lorixg Jackson and J. Flesiing White. 

 Presented November 12, 1879. 



TnE substances described in tins paper are the first substituted benzyl 

 compounds belonging to the ortho series known ; unless, indeed, the 

 orthochlorbenzaldehyde, made from salicylic aldehyde,* be included in 

 this class. They were made from the orthobrombenzylbromide.f 

 which was described in the first paper of this series as an oily liquid 

 that did not solidify even at — 15°. The specimen on which that 

 experiment was tried could not have been perfectly pure, as we have 

 since found that the orthobrombenzylbromide solidifies near zero in 

 large rhombic crystals, often one centimeter in diameter, which melt at 

 301°, and can be recrystallized from alcohol or ligroine. An analysis 

 gave the following result : — 



0.3570 gr. of substance gave 0.5380 gr. AgBr. 



Calculated for C,H 6 Br. 2 . Found. 

 Bromine 64.00 64.13 



Orthobrombenzylalcohol, C 6 H 4 BrCH 2 OH, was made by the action of 

 aqueous ammonia at 160° in a sealed tube on the acetate obtained by 

 boiling the bromide with an alcoholic solution of sodic acetate. As its 

 melting-point (80°) was much higher than expected, we also prepared 



* Henry, Ber. d. ch. G., 1869, p. 136. 

 t These Proceedings, Vol. XII. p. 217. 



