Action of Chlorine on Cinnamic Acid. 367 



ably smelling oily liquid collects in it. Its smell resembles 

 that of the other benzyle compounds, and it crystallizes on 

 cooling. Its quantity however is extremely small. 



.ui.tjnoj Per cent. 



1. 0-.5533 oil distilled over quicklime gave 0-6615 ClAg = 2468 CI 



2. 0-259 grm. gave 0-259 CI Ag = 24-67 CI , 

 '"• ' ,, ,;/ ' Mean 24-62 Ci 



a. 0'3201 grm. burned with chromate of lead gave 

 0-1395 HO and 0-793 CO^. ■ 



b. 0-2569 burned with chromate of lead gave 0*1145 HO 

 and 0'632 carbonic acid. -^ i^ , juia.,^ 



■^^'^'*'' Carbon. . 67%6 ' ''^''''Bim'^^^^^^^^^^^ 



Hydrogen . -i-S^ 4-95 • , , 



Chlorme . 24*62 24*62 



97-02 96-66 ;'fn-R 



As the oil was always partially decomposed when distilled 

 off fused chloride of calcium, another portion of it was re- 

 peatedly rectified with the vapour of water. The oil then 

 came over quite colourless and neutral. This operation also 

 freed it from a quantity of resinous matter which very readily 

 forms in it. The purified oil, when freed from water as well 

 as possible, was still more completely dried by being kept for 

 some weeks over sulphuric acid in vacuo. The sulphuric acid 

 on standing smelt strongly of oil of bitter almonds. 



0*2781 oil well- washed with water and dried under the air- 

 pump, gave 0*702 carbonic acid and 0*134 HO. d 

 . Q-2602 oil gave 0*2245 CI Ag =. 24-1 7 CI per cent. oi 



, isrJ^i&eB Siinijiw ^Carbon . . 68*84 'ai^n 



• ^^'' ' Hydrogen. 5*35 i'V^''?"^ 



' Chlorine . 24*17 -^iwl bfirf d:)niv/ 



A second quantity of the oil was prepared in a similar way, 



and also dried w vacuo over sulphuric acid. ^ 



a. 0-4149 oil gave 0*3065 CI Ag= 18*22 CI per cent. \ Meaii, 



\b. 0*256 oil gave 0*192 CI Ag = 18*50 CI per cent. J 18*36 



' c. 0*4193 gave 0*202 HO and 1*0835 carbonic acid. 



d. 0*357 gave 0-1795 HO and 09242 carbonic acid. ,, 



c. d. ! 



Carbon . . 70-47 70*62 



Hydrogen . 5*35 5-57 I 



Chlorine . 18*36 18-36 



When the chlorinated oil is treated with strong nitriq acidj 

 it is readily attacked with copious evolution of deutoxide of 

 nitrogen ; and at the same time a very pungent disagreeable 



