Amju]y'i8?5arm*}        White  and  Black  Mustard  Seed.  345 
bromine  and  toluidene,  etc.,  and  a  want  of  time,  the  work  was,  for 
the  time  at  least,  abandoned. 
Professor  Franklin  suggests  that  if  the  composition  of  the  pun- 
gent principle  of  white  mustard  is  as  reported,  it  may  be  synthetized 
by  the  following  reactions  : 
(i)  Beginning  with  the  ortho-nitro-toluidene 
/CH3(i) 
C6H4( 
XN02(2) 
add  bromine  and  heat  to  1300  to  1600  in  a  sealed  tube  until  the 
reaction  is  completed — probably  two  or  three  hours.  The  result 
will  be  ortho-nitro-benzyl  bromide 
/CH2Br(i) 
C6H4/ 
XN02  (2) 
Treat  this  with  a  reducing  agent  (Zn  -f-  HC1).  The  result  will  be 
ortho-amido-benzyl  bromide 
7CH2Br 
C6H4; 
Diazotize  this  and  boil  the  resulting  diazo-compound  with  water. 
The  resulting  compound  will  be  ortho-hydroxy-benzyl  bromide. 
Treat  this  with  ammonium  sulphocyanate  : 
/OH  7OH 
C6H  /  +  NH4 — S  —  CN  =  NH4Br+C6H / 
xCH,Br  XCH2  —  S  —  CN 
(Ortho-hydroxy-benzyl  sulphocyanide.) 
(2)  Take  carbolic  acid  (C6H5  •  OH)  and  treat,  in  the  presence  of 
aluminum  chloride  (pure),  with  dichlor  methane  (CH2C12) : 
OH 
C6H5OH  +  CH0CI0  =  C6H  / 
XCH2C1  +  HC1 
Treat  this  with  ammonium  sulphocyanate  : 
/OH  /OH 
C6H  /  +  NH4—  % —  CN  =  C6H /'  -J-  NH4C1 
XCH2C1  XCH2  —  S  —  CN 
University  of  Kansas. 
