354 HYDROPARACOUMAEIC ACID, ETC. 



5. Hydroparacoumaric acid. 



{OTT 

 CH 2 CH 2 CO OH * s f rmed f rom paracoumaric 

 acid by treating it with sodium-amalgam; and by the 

 action of nitrous acid on amidohydrocinnamic acid. 

 Small, well-formed, monoclinate crystals ; easily solu- 

 ble in water, alcohol, and ether; fuses at 125. 



6. Tropic acid (Phenvlsarcolactic acid), 



( CH 2 OH 

 C 6 H 5 .CH -j QQ ATT Is formed by heating atropin (see 



Alkaloids) for several hours with fuming hydrochloric 

 acid to 120-130. Fine, colorless, prismatic crystals. 

 Moderately easily soluble in water (in 49 parts at 14.5), 

 easily soluble in alcohol and ether; fuses at 117-118. 

 "When heated higher with hydrochloric acid or with 

 barium hydroxide, it is converted into atropic and 

 isatropic acids, at the same time giving up water. 



7. Phenyllactic acid, C 6 H 5 .CH 2 .CH j QQ OH Is 



produced by the action of sodium-amalgam in a cold 

 solution of phenylchlor- or phenylbromlactic acid. 

 Pointed needles, united in hemispherical groups. Ex- 

 ceedingly easily soluble in hot water ; fuses at 93-94 ; 

 when heated to 180, it is resolved into water and 

 cinnamic acid ; and when its solution is mixed with 

 concentrated hydrochloric, hydrobromic, or hydriodic 

 acid, it is converted into substitution-products of hydro- 

 cinnamic acid (p. 342). 



Phenylchlorlactic acid, C 9 H 9 C10 3 = 

 C 6 H 5 .C 2 H 2 C1 1 o OH The sodium salt is Produced, 

 when chlorine gas is conducted into a solution of equal 

 molecules of cinnamic acid and sodium carbonate, un- 

 til a portion of the liquid, when tested, bleaches vege- 

 table colors. The solution is acidified with hydro- 

 chloric acid, filtered arid evaporated, and the acid then 

 extracted by shaking with ether, Crystallizes from 

 water in fine, hexagonal laminse with one molecule of 



