166 PROCEEDINGS OP THE AMERICAN ACADEMY. 



The same substance was obtained by adding the guaiacol to the bromine. 

 It was dried at 100°, and analyzed with the following result: — 



0.2635 gram of the substance gave by the method of Carius 0.4485 gram 

 of argentic bromide. 



Calculated for CeBr^OCHgOH. Found. 



Bromine 72.71 72.44 



Properties of Tetrabromguaiacol. — It crystallizes from chloroform in 

 long white slender prisms, or thick needles with square ends ; and melts 

 at 162°-163°. It is easily soluble in acetone or ether ; soluble in ethyl 

 or methyl alcohol, or in chloroform, much more soluble in hot than in 

 cold chloroform ; somewhat soluble in benzol, or carbonic disulphide ; 

 slightly soluble in glacial acetic acid, or ligroin ; insoluble in water. It 

 dissolves easily in an alcoholic solution of sodic hydrate, and in an aque- 

 ous solution of sodic hydrate, if it is hot. Acids precipitate the unaltered 

 substance from either of these solutions. When a solution of tetrabrom- 

 guaiacol in warm glacial acetic acid is treated with strong nitric acid, a 

 red body is formed which we think is tetrabromorthoquinone. 



Trihromveratrol, CgHBr3(OCH3)2. 



This substance was prepared from tribromguaiacol made by the action 

 of bromine on an alcoholic solution of guaiacol according to Tiemann and 

 Koppe.* 4 grams of the tribromguaiacol were heated in a flask with a re- 

 turn condenser with 0.45 gram of sodic hydrate dissolved in about 50 c. c. 

 of methyl alcohol and an excess of methyliodide. After heating for about 

 an hour the solution was concentrated somewhat on the steam bath, 

 when upon cooling a large quantity of white crystals separated. These 

 were washed with dilute sodic hydrate to remove any unaltered tribrom- 

 guaiacol, and then with water ; after which they were recrystallized from 

 alcohol until they showed the constant melting point 86°-87°, when the 

 substance was dried in vacuo, and analyzed with the following results : — 



I. 0.2094 gram of the substance gave by the method of Carius 0.3108 

 gram of argentic bromide. 

 II. 0.1196 gram of the substance gave 0.1795 gram of argentic bromide. 



Bromine 



* Ber. d. chem. Ges., XIV. 2017. 



