Dr. W. Ramsay on Picoline and its Derivatives. 279 



Picoline ethene bromide. — When picoline is mixed with 

 ethene bromide, no reaction takes place till heat is applied. 

 The mixture then deposits a brown oil, which it is impossible 

 to purify. After standing for some months, however, it de- 

 posited some crystals, which were separated and repeatedly 

 boiled with animal charcoal, and recrystallized from alcohol. 

 They are small hard prisms, and melt at about 276° with 

 decomposition. The chloride crystallizes from alcohol in 

 needles. 



Picoline allyl compounds. — A mixture of allyl iodide * and 

 picoline soon becomes turbid and deposits oily drops, which 

 do not solidify at 0°. All the picoline allyl compounds (of 

 which the iodide, chloride, nitrate, sulphate, and oxalate were 

 made) are sirupy liquids. The platinochloride is, as usual, 

 crystalline. Xo diiodide of the hydriodide was obtained ; for 

 if equivalent quantities of iodine and picoline allyl iodide are 

 dissolved in alcohol, an oil is formed, from which carbon di- 

 sulphide does not extract the iodine ; nor does the oil dissolve 

 n carbon disulphide. ~No chlorine addition-product to the 

 allyl chloride could be obtained. The platinum salt appears 

 to be less soluble in water than in alcohol. The platinum was 

 determined with the following results : — 



0'2QQQ grin, of the platinum salt gave 0*0788 grin, of 

 Pt = 29*55 per cent. 



Theory for |C 6 H 7 IS T (C3 H 5 Cl)} 2 Pt Cl 4 , 29-12 per cent. 



Picoline allyl hydrate is more stable than the ethyl or 

 methyl hydrate. It may be concentrated to a small bulk 

 without becoming discoloured, but when nearly dry it de- 

 composes and turns red. If it is gently heated it becomes iri- 

 descent, and then dissolves in alcohol and in ether with a 

 magnificent purple colour, which may be communicated to 

 silk and is apparently fast ; it is, however, destroyed by acids, 

 or by reducing agents. It appears to be an oxidation-product 

 of the hydrate. 



2. Compounds of Picoline with Acid Chlorides. Picoline acetyl 

 chloride. — If acetyl chloride be added to picoline, the whole 

 mass turns brown and chars from the violence of the action ; 

 but when dissolved in benzol, a white precipitate is formed, 

 which quickly becomes pink, and finally reddish brown. When 

 both substances are dissolved in chloroform, the solution is 

 green at first, then red, and finally reddish brown. On 



* The allyl iodide was prepared from phosphorus, glycerine, and 

 iodine. One of its properties is, I think, worth mentioning-. If it is dis- 

 tilled along with a little water, the mixture boils constantly between 75° 

 and 77°, whereas each separately boils at about 100°. After it was dried 

 over calcium chloride, its boiling-point became normal. 



