EXPERIMENTAL. 



93 



equivalent quantity of barium hydroxide. By fractional crystallization this 

 solution yielded 11.83 grams of alanine, which melted at about 290. 



Carbon and hydrogen: 0.2701 gram substance, dried at 110, gave 0.4001 gram CO 3 



and 0.1946 gram H 2 O. 

 Nitrogen: 0.3460 gram substance, dried at 110, gave NH 3 = 5.44 cc. HC1 (i cc. 



HCl = o.oi gram N). 

 Calculated for C 3 H 7 O 2 N, C 40.40, H 7.93, N 15.75 P- ct; found, C 40.40, H 8.01, N 



15-73 P- ct. 



The united esters were saponified by boiling with 10 parts of water for 5 

 hours, when their solution reacted neutral to litmus. This solution was 

 evaporated to dryness under reduced pressure and boiled up with absolute 

 alcohol, whereby 0.5 gram substance was dissolved. By repeated fractional 

 crystallization of the substance insoluble in alcohol, 3.5 grams leucine were 

 obtained. The isolated leucine decomposed at about 298. 



Carbon and hydrogen: 0.2408 gram substance, dried at 110, gave 0.4852 gram CO 2 and 



0.2169 gram H 2 O. 

 Calculated for C 6 H 13 O 2 N, C 54.89, H 10.01 p. ct; found, C 54.95, H 10.01 p. ct. 



After adding to the filtrate from this leucine the most soluble portion of 

 fraction III, and further fractioning, 25.76 grams of alanine and 3.84 grams 

 of glycocoll were obtained. The latter was isolated as the hydrochloride 

 of the ester, which melted at 144. The alanine was racemized and the 

 a-naphthyl-hydantoic acid prepared according to the directions of Neuberg & 

 Manasse. 1 When recrystallized from dilute alcohol, this melted at 197. 



Carbon and hydrogen: 0.2527 gram substance,' dried at 90, gave 0.5998 gram CO 2 



and 0.1280 gram H 2 O. 

 Nitrogen: 0.3515 gram substance, dried at 90, gave NH 3 3.74 cc. HC1 (i cc. 



HCl = o.oi gram N). 

 Calculated for C U H U O 3 N 2 , C 65.06, H 5.48, N 10.87 p. ct.; found, C 64.74, H 5.61, 



N 10.61 p. ct. 



1 Neuberg & Manasse, Berichte der deutschen chemischen Gesellschaft, 1905, xxxvin, 

 P- 2 359. 



