OP ARTS AND SCIENCES. 115 



it showed the melting point 143°, and was identical in every re- 

 spect with the long known a-triphenylguanidine,* 



.NHC 6 H 5 

 C 6 H 5 N=(T 



X NHC 6 H 5 



Hence the constitution of the dichloride, C 6 H 5 N = OCl 2 , is proved. 

 An analysis of the guanidine derivative gave the following result : 



0.1981 gram substance, dried at 105°, gave 0.5770 gram C0 2 and 

 0.1121 gram H 2 0. 



Theory for Ci 9 H ]7 N s . Found. 



C 79.44 79.43 



H 5.93 6.28 



The above mentioned reactions and properties of isocyanphenyl- 

 chloride show in many respects coincidence with an isocyanphenyl- 

 chloride, which Sell and Zierold t have obtained from phenylmus- 

 tard oil and chlorine; only as regards boiling point and behavior 

 towards aniline is there a difference. Sell and Zierold give the 

 boiling point 211°-212°, and state that the oil is yellow; they 

 obtained further on treatment with aniline, besides much resinous 

 matter, the hydrochloride of an isomeric triphenylguanidine, which 

 melts at 207°, and contains half a molecule of crystal water. They 

 state that a carbon and hydrogen, as well as nitrogen determina- 

 tion of the salt gave figures t agreeing exactly for a base, 



.NHC 6 H S 

 C 6 H 5 N=C( 



X NHC 6 H 5 



They did not succeed in isolating the free base, as rapid resin 

 formation was noticed in attempts to set it free. I have succeeded 

 in clearing up these differences : the product described by Sell and 

 Zierold as isocyanphenylchloride was a mixture of isocyanphenyl- 

 chloride and chlorinated isocyanphenylchlorides, C1-C 6 H 4 -N=CC1 2 . 

 A number of observations given in the paper of the chemists named 

 point towards this: they obtained, e. g., on treating the crude 

 product with ammonia, a substance which they consider to be 



* Merz and Weith, Zeitschr. fiir Cliemie, 1868, p. 513. 

 t Ber. d. chem. Ges., VII. 1228. 



| Sell and Zierold give no analytical data, nor do they state with what salt, 

 whether C 19 H 17 N, 2 HC1, or C 19 H l7 N, HC1, the analyses agree. 



