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N,N' Di n butylthiourea

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N,N'-Di-n-butylthiourea

Appearance
  
White to yellowish crystals

N,N′-Di-n-butylthiourea is an organic compound with S=C(NHnBu)2 formula. It is thiourea derivative symmetrically substituted with two n-butyl groups on the nitrogen atoms.

Contents

Structure and bonding

Structure of N,N′-Di-n-butylthiourea was first determined in 2011. Molecules of this compound exhibit syn-anti conformation. Thiourea core is flat due to high delocalization of electron density. Extended network of N−H⋅⋅⋅S hydrogen bonds is present in this structure. Thiocarbonyl C=S bond distance is equal to 1.712(2) Å, while C−N distances are in range of 1.33 to 1.46 Å.

Synthesis

N,N′-Di-n-butylthiourea can be obtained in several ways, e.g.:

  • by the refluxing of n-butylammonium chloride with potassium thiocyanate in xylene
  • by the reaction of n-butylamine with carbon disulfide on the surface of alumina under microwave radiation
  • by the addition of n-butylamine to n-butylisothiocyanate

    • References

    N,N'-Di-n-butylthiourea Wikipedia
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