title: N-Sulfinylaniline
text: # N-Sulfinylaniline
  
  N-Sulfinylaniline is the organosulfur compound with the formula $C_6H_5NSO.$ It is a straw-colored liquid. N-Sulfinylaniline is an example of a sulfinylamine. It is a dienophile and a ligand in organometallic chemistry.
  
  ## Synthesis and structure
  
  It is prepared by treating aniline with thionyl chloride:
  
      3 $PhNH_2$ + $SOCl_2$ → PhNSO + 2 $[PhNH_3]Cl$
  
  X-ray crystallographic analysis confirms that N-sulfinylaniline is structurally related to sulfur dioxide as well as sulfur diimide. The C–S=N=O dihedral angle is –1.60°,
  
  