Dithiocarbamate

(Also called Dithiourethane ) as dithiocarbamates, esters and salts ( or derivatives thereof ) referred to the dithiocarbamic and are di- sulfur analogs of carbamates. Their general structure is R -N ( R '' )-C (= S )-S- R ', where R, R' and R '' are removable residues. But they are often used in agriculture as fungicides, herbicides and insecticides, in the chemical industry as a vulcanization accelerator. They are generally poorly soluble in water but readily soluble in organic solvents. They result from the reaction of carbon disulfide with ammonia and primary and secondary amines.

Synthesis

Dithiocarbamates formed from isothiocyanates and thioalcohols by an addition reaction:

Derivatives

  • Dazomet C5H10N2S2 is used as a pesticide
  • C10H20N2S4 disulfiram, is used for the treatment of alcoholism
  • Dithiocarb C5H10NS2Na is used as a chelating agent, CAS: 148-18-5
  • Ferbam C9H18FeN3S6 is used as a fungicide, CAS: 14484-64-1
  • Mancozeb C4H6MnN2S4; C4H6ZnN2S4 is used as a fungicide, CAS: 8018-01-7
  • Maneb C4H6N2S4 · Mn is used as a fungicide, CAS: 14484-64-1
  • Metam C2H5NS2 or metam - sodium C2H5NS2Na is used as a fungicide, herbicide and nematicide. CAS: 137-42-8
  • Methyl metiram C10H20N5S8Zn is used as a pesticide, CAS: 8064-35-5
  • Metiram C16H33N11S16Zn3 mixed precipitation, is used as a fungicide, CAS: 9006-42-2
  • Nabam C4H6N2Na2S4, is used as a herbicide, algaecide and fungicide, is classified as carcinogenic, CAS: 142-59-6
  • Propineb ( C5H8N2S4Zn ) x, is used as a fungicide, CAS: 12071-83-9
  • Thiram ( TMTD ) C6H12N2S4, is used as a pesticide, CAS :137 - 26-8
  • Zineb C4H6N2S4Zn is used as a fungicide, CAS: 12122-67-7
  • Ziram C6H12N2S4Zn is used as a fungicide, and a vulcanization accelerator
Structural analog Sodium diethyldithiocarbamate Metham sodium Houben-Weyl Methods of Organic Chemistry
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