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PROCEEDINGS OP THE AMERICAN ACADEMY 



ited as an oil, which solidifies by scratching with a sharp glass rod ; 

 melting-point, 42° ; it cannot be sublimed without decomposition \ 

 essentially insoluble in water, soluble in cold, more freely in hot alco- 

 hol, easily soluble in ether, benzole, carbonic disulphide, and glacial 

 acetic acid. 



Diparachhrlmzyhulphone, (C 6 H 4 C1CH 2 ) 2 S0 2 , was made by adding 

 the calculated amount of chromic anhydride in small quantities at a 

 time to the preceding substance, both bodies being dissolved in glacial 

 acetic acid; the product of the oxidation, washed with water until free 

 from compounds of chromium, was purified by crystallization from alco- 

 hol. The substance was also formed by the oxidizing action of the air 

 on parachlorbenzylsulphide. 



0.3510 gr. of the substance gave, according to Carius, 0.3195 gr 

 of AgCl and 0.2610 gr. of BaSO . 



Calculated for (C 7 H 6 C1) 2 S0,. 

 Chlorine 22.54 



Sulphur 10.16 



It crystallizes in very small needles, melts at 165°, and cannot be 

 sublimed without decomposition ; it is essentially insoluble in water, 

 readily soluble in alcohol, ether, carbonic disulphide, glacial acetic 

 acid, and ligroine. The melting-point of this substance (165°) is 

 essentially the same as that of the sulphone (167°), obtained in largest 

 quantity by Vogt and Ilenninger from the action of chlorbenzyl- 

 chloride on potassic sulphite, and mentioned on page 307. The 

 isomere, melting at 149°, obtained by them, was probably the cor- 

 responding orthochlorbenzylsulphone, but it is hard to understand 

 what the substance melting at 185° could have been. It will be 

 remembered that we did not succeed in obtaining a sulphone when 

 we repeated their work. 



Found. 

 22.51 

 10.21 



Parachlorbenzylmercaptan, C 6 II 4 C1CH SH. 



The first attempt to prepare this substance was made in 1860 by 

 Beilstein * who heated a somewhat indefinite mixture of dichlor-sub- 

 stitution products of toluol with potassic sulphydrate, and obtained an 

 oil which on exposure to the air yielded well-formed octahedra with a 

 vitreous lustre, melting from the first preparation at 77°-78°, from 

 the second at 84°-85°. Later, Neuhof f tried the same experiment 



* Beilstein, Ann. Cliem. Pharm. 116, p. 336. 

 t Neuhof, Ann. Chem. Pharm. 147, p. 339. 



