THE ALUMNI JOURNAL. 



The third class or tri-oxy-benzenes 

 C6H3(OH);, furnish us pyroga/lol (pyro- 

 gallic acid) and phlorogliicinol. In the 

 phenol derivatives, the substituting radi- 

 cal may enter either into hydroxyl group 

 or the benzene nucleus. The substitu- 

 tion of a hydrogen in the nucleus by an 

 acetyl group, ^w^s gallacetophenon 



If the H of the nucleus in phenol, be 

 substituted by the sulfonic acid group 

 (SO,,H) under proper conditions the anti- 

 septic aseptol or sozolic acid 



I ortho-phenyl-sulfonic acid, 





results. The iodide sustitution product 



from the para acid is called soziodolic acid 



/ /OH N 

 CoHo — SO3H the salts of which are 



^>, \ I, 



employed as substitutes for iodoform. 

 Picric acid is a tri-nitro-phenol CcH. 

 (N0,)30H. If the hydrogen be substi- 

 tuted by bromine the antiseptic tri-broni- 



phenol ^ -rr ^Bvs results. If we sub- 



stitute a H of the hydroxyl in phenol, 

 by the methyl group, we have the ether 

 anisol (CeHj-O CH3) if by ethyl pkenetol 

 CeH,-0 C,H,,. 



If a H of the amido group in phenetidin 



f amido-phenetol C6H4<^^Ti ' I 



be substituted by the acetyl group, we 

 obtain phenacetin 



I .OCH, (i) 



C6H.,<^ acet p-phenetidin 



^NH— CH3— CO (4) 



the well known antipyretic. 

 Methacetin 



/ .0CH3 (0 



CgH^^' acet-p-anisidin 



\ ^NH— CH3— CO (4) 



an antipyretic, bears the same relation- 

 ship to anisol as phenacetin to phenetol. 



CgH^ 



Through the endeavors of the Schering 



factory, a soluble derivative of phenacetin 



was prepared. This was accomplished 



without loss of its valuable antipyretic 



properties by the introduction of an 



amido group in the side chain, which 



rendered it capable of uniting with acids 



and forming very soluble salts; thus 



phenocoll was built up. 



OC H 

 C6H4<^j|^(^Q ^.^ Phenacetin. 



-OCH, 



-NH— CO CH,— NHo 



Phenocoll (glycocoll phenetidin.) 

 Phenocoll possesses all the valuable 

 properties of phenacetin, having the ad- 

 ditional advantage of ready solubility. 

 Only to be had as acid salts. Properties 

 antipyretic and antirheumatic. 



The aldehydes, are formed by the 

 substitution of a H in the benzene 

 nucleus (C,;H,,) by the aldehyde group 

 CHO. The simplest of these compounds 

 is benzoic aldehyde CrHj-CHO bitter 

 almond oil. The mono hydroxy deriva- 

 tive (oxyaldehyde) of this is salicylic 

 aldehyde p -„- ^-OH. Salicylic aldehyde 



with methyl-phenyl-hydrazin, forms 

 agathiyi 



(^''^^>N— N=HC— C,H,Oh) 



an antineuralgic. The methyl ether of 

 this mono-oxy-aldehyde is anisic aldehyde 



p TT ^O CH3 it is formed by the oxi- 

 ^^"''^CHO 



dation of oil of anise or anisol (methyl 

 phenate). As a derivative of a di-oxy- 

 aldehyde 



I protocatechuic aldehyde C6H4<CpTTQ^ I 



we have the methyl ether or vanilliji 



/OH 



CeHg OCH3 



\CHO 

 The aromatic acids are the oxydation 

 products of the aldehydes, thus benzal- 

 dehyde yields benzoic acid CgH-.-COOH a 



