Iron tris(dimethyldithiocarbamate)

Iron tris(dimethyldithiocarbamate)
Names
IUPAC name
Tris(dimethyldithiocarbamato)iron, Ferbam
Other names
Ferric dimethyl dithiocarbamate
Identifiers
ECHA InfoCard 100.034.970
RTECS number NO8750000
Properties
[(CH3)2NCS2]3Fe
Molar mass 416.5 g/mol
Appearance Dark brown to black, odorless solid[1]
Density 1.52 g/cm3
Melting point Decomposes above 180 °C (356 °F)[1]
Boiling point Decomposes[1]
0.01% (20 °C)[1]
Hazards
Main hazards Reacts with strong oxidizers, moisture[1]
Lethal dose or concentration (LD, LC):
3000 mg/kg (rabbit, oral)
2000 mg/kg (guinea pig, oral)
1130 mg/kg (rat, oral)
3400 mg/kg (mouse, oral)[2]
US health exposure limits (NIOSH):
PEL (Permissible)
 TWA 15 mg/m3[1]
REL (Recommended)
 TWA 10 mg/m3[1]
IDLH (Immediate danger)
 800 mg/m3[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Iron tris(dimethyldithiocarbamate) is the coordination complex of iron with dimethyldithiocarbamate with the formula Fe(S2CNMe2)3 (Me = methyl). It is marketed as a fungicide.[3]

Synthesis, structure, bonding

Iron tris(dithiocarbamate)s are typically are prepared by salt metathesis reactions.

It is an octahedral coordination complex of iron(III) with D3 symmetry. Ferric tris(dithiocarbamate)s typically display spin crossover behavior.[3][4]

Iron tris(dithiocarbamate)s characteristically react with nitric oxide to give Fe(dtc)2NO. This efficient chemical trapping reaction provides a means to detect NO.[5]

Reflecting the strongly donating properties of dithiocarbamate ligands, iron tris(dithiocarbamate)s oxidize at relatively mild potentials to give isolable iron(IV) derivatives [Fe(S2CNR2)3]+.[6]

Safety

The U.S. Occupational Safety and Health Administration (OSHA) has set the legal (permissible exposure limit) for ferbam exposure in the workplace as 15 mg/m3 over an 8-hour workday. The U.S. National Institute for Occupational Safety and Health (NIOSH) has set a recommended exposure limit (REL) of 1 mg/m3 over an 8-hour workday. At levels of 800 mg/m3, ferbam is immediately dangerous to life and health.[1]

See also

References

  1. 1 2 3 4 5 6 7 8 9 "NIOSH Pocket Guide to Chemical Hazards #0286". National Institute for Occupational Safety and Health (NIOSH).
  2. ↑ "Ferbam". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. 1 2 D. Coucouvanis. "The Chemistry of the Dithioacid and 1,1-Dithiolate Complexes". Progress in Inorganic Chemistry. 11: 233–371. doi:10.1002/9780470166123.ch4.
  4. ↑ J.Albertsson, Å. Oskarsson). "Compounds with intermediate spin. I. The crystal structure of tris(N,N-dimethyldithiocarbamato)iron(III) at 150 and 295 K". Acta Crystallographica Section B. 33: 1871–1877.
  5. ↑ Fujii, S.; Yoshimura, T. (2000). "A new trend in iron–dithiocarbamate complexes: as an endogenous NO trapping agent". Coordination Chemistry Reviews. 198: 89–99. doi:10.1016/S0010-8545(99)00196-4.
  6. ↑ Pasek, E. A.; Straub, D. K. (1972). "Tris(N,N-disubstituted Dithiocarbamato)iron(IV) Tetrafluoroborates". Inorganic Chemistry. 11: 259–263. doi:10.1021/ic50108a012.
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