Thiocarbamate

Thiocarbamates are a family of organosulfur compounds. There are two isomeric forms of thiocarbamate esters: O-thiocarbamates, ROC(=S)NR2, and S-thiocarbamates, RSC(=O)NR2. O-thiocarbamates can isomerise to S-thiocarbamates, for example in the Newman-Kwart rearrangement.

Synthesis

Thiocarbamates can be synthesised by hydrolysis of thiocyanates:

Where R is aryl, this method is known as the Riemschneider thiocarbamate synthesis.

See also

  • Tolnaftate
  • Goitrin
  • Carbamate
  • Dithiocarbamate
  • References

    Podcasts:

    PLAYLIST TIME:
    ×