/. K. and 31. A. Phelps — Preparation of Acetamide. 431 



Table I. 



Treatment with NH 4 OH. 















Acetamide 





Ethyl 

 acetate 



A TY1 \Y% C\T\ 1 n TY1 













-tl. ULl Hi \JX1 1 Li i 1 1 



hj'droxide 



Reaction time 



Theory 



Found 



No. 



grm. 



cm 3 



Sp.g. 



Days 



Hrs. 



grm. 



grm. 



(1) 



50 



50 



0-90 



3 



22 



33 57 



21.70 



(2) 



50 



50 



0-90 



6 



19 



33-57 



25-60 



(3) 



50 



50 



0-90 



13 





33-57 



29-00 



(4) 



45-4 



50 



0-90 



126 





30-80 



30-36 



(5) 



50 



75 



0-90 



3 



23 



33-57 



26-89 



(6) 



50 



75 



0-90 



6 





33-57 



30-15 



(V) 



50 



15 



0-90 



8 





33-57 



31-18 



(8) 



50 



15 



0-90 



13 



-- 



33-57 



34-10 





Treatment 



13 



with NH 4 0H saturated with NH 3 . 





(9) 



50 



50 





3 



19 



33 57 



21-03 



(10) 



50 



50 







12 



... 



33-57 



32-80 



01) 



50 



50 







49 







33-57 



33-12 



02) 



50 



IS 







3 



22 



33 57 



28-81 



(13) 



50 



18 



--- 



6 



22 



33-57 



32-53 



Treatment with NH 4 OH and saturation of the 



mixture with NH 3 . 



(14) 



50 



50 



0-90 



3 



16 



33-57 



25-78 



(15) 



50 



50 



0-90 



6 





33-57 



33-71 



(16) 



50 



50 



90 



12 



6 



3357 



33-82 



(17) 



50 



50 



0-90 



20 





33-57 



33-47 



(18) 



50 



75 



0'90 





23 



33-57 



17-72 



(19). 



50 



75 



0-90 



2 





33-5 7 



30-08 



(20) 



50 



75 



0-90 '■- 



3 





33-57 



31-63 



(21) 



50 



75 



0-90 



4 







33-57 



33-62 



(22) 



50 



75 



0-90 



4 



6 



33-57 



34-00 



It is evident that the time of completion of the reaction is 

 dependent upon the concentration of the ammonia. 



It was found that the mixture of ammonium hydroxide and 

 ethyl acetate became homogeneous in the experiments of sec- 

 tion A in about three days, in B in somewhat less time, and 

 twenty-four hours in C. In experiment (18) the mass became 

 homogeneous at the end of twenty-three hours, and in this 

 single instance distillation was made as soon as this phenome- 

 non appeared. It is evident that the formation of acetamide 

 progresses slowly and is not at an end as soon as the mass 

 becomes homogeneous. 



It was found by experiment that a known weight of pure 

 acetamide treated with 10 cm3 of water and fractioned in vacuo 



Am. Jour. Sci.— Fourth Series, Vol. XXIV, No. 143.— November, 1907. 

 30 



