Experimental Chemistry for Junior Students Pt. 4

Cover Experimental Chemistry for Junior Students Pt. 4
Experimental Chemistry for Junior Students Pt. 4
James Emerson Reynolds
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^ ' -s Salicine, Saligenine.
When saligenine is oxidised it gives first an aldehyde, which is identical with the oil ofmeculow sweet (Spircea Ulmaria\ and then salicylic acid. An aldehyde iden- tical with oil of meadow sweet is produced by an in- teresting reaction due to Reimar and Tiemann, which consists in heating sodium phenolate and excess of Hydroxybenzoic Adds, 3 19 caustic soda with chloroform, when the following re- action takes place : — CgHsONa + CHCI3 + sNaOH = C6H4(ONa)COH + sNaCl
...+ 2H2O.
The addition of an acid sets free the oil which is half aldehyde, half phenol, C6H4(OH)COH. On oxidation this gives salicylic acid.
Oil of Wintergreeriy or Gaultheria procumbens^ con- sists chiefly of methyl salicylate. This is readily saponified and the free acid obtained. Salicylic acid is easily acted on by the halogens, and mono- and di- iodo-salicylic acids can be obtained by the direct action of iodine. When the two former are carefully treated with caustic potash, iodine is replaced by hydroxyl.


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